GB681688A - Improvements in or relating to the preparation of 1,8-diamino-p-menthane - Google Patents

Improvements in or relating to the preparation of 1,8-diamino-p-menthane

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Publication number
GB681688A
GB681688A GB12294/51A GB1229451A GB681688A GB 681688 A GB681688 A GB 681688A GB 12294/51 A GB12294/51 A GB 12294/51A GB 1229451 A GB1229451 A GB 1229451A GB 681688 A GB681688 A GB 681688A
Authority
GB
United Kingdom
Prior art keywords
menthane
moles
mixture
terpineol
alpha
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB12294/51A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rohm and Haas Co
Original Assignee
Rohm and Haas Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Rohm and Haas Co filed Critical Rohm and Haas Co
Publication of GB681688A publication Critical patent/GB681688A/en
Expired legal-status Critical Current

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1: 8-Diamino - p - menthane having the formula <FORM:0681688/IV (b)/1> is prepared by reacting at 15-50 DEG C. a mixture of limonene, terpin hydrate, alpha-terpineol, beta-terpineol or alpha-pinene with 2-3 moles (preferably 2-2.5 moles) of hydrogen cyanide, 1.5 to 5 moles. (preferably 1.5-2.5 moles.) of sulphuric acid and water in a quantity of 0.1-5 times the weight of the sulphuric acid (preferably 2/3 -3 times the weight of said acid), heating the mixture at 40-80 DEG C. to form a 1 : 8-diformamido-p-menthane, then heating between 80 DEG C. and the reflux temperature of the mixture in the presence of water totalling 1-9 times the weight of sulphuric acid. The product is separated by neutralizing the mixture with a strong base such as sodium, potassium or calcium hydroxide and isolating the diamine, e.g. by salting out, solvent extraction or distillation. In examples, the 1 : 8-diamine-p-menthane is prepared by the above method, using as the terpene raw material (1) and (2) terpin hydrate; (3) alpha-terpineol; and (4) limonene or turpentine.
GB12294/51A 1950-07-07 1951-05-25 Improvements in or relating to the preparation of 1,8-diamino-p-menthane Expired GB681688A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US681688XA 1950-07-07 1950-07-07

Publications (1)

Publication Number Publication Date
GB681688A true GB681688A (en) 1952-10-29

Family

ID=22080841

Family Applications (1)

Application Number Title Priority Date Filing Date
GB12294/51A Expired GB681688A (en) 1950-07-07 1951-05-25 Improvements in or relating to the preparation of 1,8-diamino-p-menthane

Country Status (1)

Country Link
GB (1) GB681688A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4024185A (en) * 1973-09-05 1977-05-17 Allied Chemical Corporation Cycloaliphatic unsymmetrical diamines
CN100486956C (en) * 2006-09-19 2009-05-13 中国林业科学研究院林产化学工业研究所 Process for the preparation of alkanediamines from 1, 8-terpene diols

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4024185A (en) * 1973-09-05 1977-05-17 Allied Chemical Corporation Cycloaliphatic unsymmetrical diamines
CN100486956C (en) * 2006-09-19 2009-05-13 中国林业科学研究院林产化学工业研究所 Process for the preparation of alkanediamines from 1, 8-terpene diols

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