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Volume 30, Issue 1
Displaying 1-11 of 11 articles from this issue
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Synthesis of Prifinium BromideSadao OHKI1972 Volume 30 Issue 1 Pages 1-18
Published: January 01, 1972
Released on J-STAGE: November 13, 2009
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Kohji MATSUI1972 Volume 30 Issue 1 Pages 19-35
Published: January 01, 1972
Released on J-STAGE: November 13, 2009
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Shigeo NISHIMURA1972 Volume 30 Issue 1 Pages 36-48
Published: January 01, 1972
Released on J-STAGE: January 22, 2010
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Yuya YAMASHITA1972 Volume 30 Issue 1 Pages 49-62
Published: January 01, 1972
Released on J-STAGE: November 13, 2009
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Koichi NAKANO, Toshio TAKIDO, Kunio ITABASHI1972 Volume 30 Issue 1 Pages 63-67
Published: January 01, 1972
Released on J-STAGE: November 13, 2009
JOURNAL FREE ACCESSS-Alkylation of thiourea by the reaction with various alcohols has been investigated.
The reactions proceed in the presence of p-toluene-sulfonic acid (PTS), giving S-alkylisothiourea PTS salts (1).
The corresponding thiols were obtained by the hydrolysis of (1) in alkaline media.
The yields of butylisothiourea PTS salts were in the order of tertiary>secondary> primary, in contrast to that observed in the formation of butylisothiourea HBr salts from the reaction of butylbromides and thiourea.
The reaction seems to proceed by initial protonation of an alcohol by PTS to give a carbonium ion, which then attach itself by electrophilic addition to the sulfur atom.View full abstractDownload PDF (664K) -
Studies on amino acids. IIITadashi SHIRAI, Toshiro NARITA, Goichi YAMAGUCHI, Keiichi ARAI1972 Volume 30 Issue 1 Pages 68-75
Published: January 01, 1972
Released on J-STAGE: November 13, 2009
JOURNAL FREE ACCESSLong chain N-acylamino acids have been synthesized, generally, by reaction of acyl chlorides with amino acids or amino acid esters followed by hydrolysis.
It was found that when N-lauroylsarcosine was synthesized from lauroyl chloride and sarcosine, rather much lauric acid was found as a contaminant in the reaction mixture.
A new method was studied where an aminonitrile, the intermediate of the Strecker synthesis, was firstly acylated and then hydrolyzed. N-Lauroylsarcosinonitrile was obtained from sarcosinonotrile and lauroyl chloride in two layer solution of ether or benzene and water containing dehydrochloride reagent, and could be purified by vacuum distillation. It was found that N-lauroylsarcosine was obtained in good yield by selective hydrolysis with alkali or acid. The selectivity of this reaction was also studied and over 95% selectivity was obtained by the reaction with 1 N aqueous sodium hydroxide.View full abstractDownload PDF (1076K) -
Studies on amino acids. IVTadashi SHIRAI, Shuji KURASHIGE1972 Volume 30 Issue 1 Pages 76-81
Published: January 01, 1972
Released on J-STAGE: November 13, 2009
JOURNAL FREE ACCESSN-Lauroylsarcosine was synthesized by selective hydrolysis of N-lauroylsarcosinonitrile as shown in the previous paper.
The application of this reaction to other acylaminonitriles was studied with aminonitriles such as aminoacetonitrile, sarcosinonitrile and N-ethylaminoacetonitrile, and acyl groups studied were formyl, stearoyl, oleoyl, chloroacetyl and benzoyl.
It was found that in the case of acetyl- or longer chain acyl- aminonitrile the cyano group was selectively hydrolyzed with alkali or acid. The result was reversed in the case of formyl and chloroacetyl compound, that is, acyl group was selectively hydrolyzed with alkali or acid.
The dissociation constant ratios of these carboxylic acids to acetic acid are from 1.0 to 0.7 for acetic to caprylic acid and 3.6, 10.2 and 76.6 for benzoic, formic and chloroacetic acids respectively.
It is concluded that in the case where the ratio is 1.0 or less the cyano group is selectively hydrolyzed ; in the case with the ratio of 3.6 or so the cyano group is hydrolysed predominantly accompanied with acyl group hydrolysis ; and in the case with the ratio more than 10 the acyl group is selectively hydrolyzed. The steric effect of acyl group is minor compared with the dissociation constant effect of acyl group.View full abstractDownload PDF (922K) -
Kooichi HIROOKA, Seiji TAKEUCHI1972 Volume 30 Issue 1 Pages 82-85
Published: January 01, 1972
Released on J-STAGE: November 13, 2009
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[in Japanese], [in Japanese]1972 Volume 30 Issue 1 Pages 86
Published: January 01, 1972
Released on J-STAGE: January 21, 2010
JOURNAL FREE ACCESSMeOOC-_??_-NO2 181.1 CoCl2·6H2O-NaBH4→MeOH, 20°C MeOOC-_??_-N→O=N-_??_-COOMe 314.3View full abstractDownload PDF (116K) -
[in Japanese], [in Japanese], [in Japanese]1972 Volume 30 Issue 1 Pages 87
Published: January 01, 1972
Released on J-STAGE: January 21, 2010
JOURNAL FREE ACCESS_??_CH2O-OTs-O-_??_CH2O-O-O 594.7 MeOH-HCl→_??_CH2OCH2-O-HO-OCH2-CH-OMe-OMe-OCH2_??_ 388.5View full abstractDownload PDF (115K) -
[in Japanese], [in Japanese], [in Japanese]1972 Volume 30 Issue 1 Pages 88
Published: January 01, 1972
Released on J-STAGE: November 13, 2009
JOURNAL FREE ACCESSClCH2CH2CCl3 181.9+C2H4 28.1→ClCH2CH2CCl2CH2CH2Cl 209.9View full abstractDownload PDF (98K)
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