GB974818A - The preparation of 2-methyl-2-(1-methyl-propyl)-1:3-propanediol dicarbamate - Google Patents

The preparation of 2-methyl-2-(1-methyl-propyl)-1:3-propanediol dicarbamate

Info

Publication number
GB974818A
GB974818A GB10238/62A GB1023862A GB974818A GB 974818 A GB974818 A GB 974818A GB 10238/62 A GB10238/62 A GB 10238/62A GB 1023862 A GB1023862 A GB 1023862A GB 974818 A GB974818 A GB 974818A
Authority
GB
United Kingdom
Prior art keywords
methyl
reacting
propyl
dicarbamate
propanediol
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
GB10238/62A
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.)
SIMES
SIMES Societa Italiana Medicinali e Sintetici SpA
Original Assignee
SIMES
SIMES Societa Italiana Medicinali e Sintetici SpA
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 SIMES, SIMES Societa Italiana Medicinali e Sintetici SpA filed Critical SIMES
Publication of GB974818A publication Critical patent/GB974818A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/0007—Aliphatic compounds
    • C11B9/0015—Aliphatic compounds containing oxygen as the only heteroatom
    • C11B9/0019—Aliphatic compounds containing oxygen as the only heteroatom carbocylic acids; Salts or esters thereof
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/20—Synthetic spices, flavouring agents or condiments
    • A23L27/202—Aliphatic compounds
    • A23L27/2024—Aliphatic compounds having oxygen as the only hetero atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/04—Saturated ethers
    • C07C43/13—Saturated ethers containing hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
    • C07C45/513—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an etherified hydroxyl group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Nutrition Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

2-Methyl -2- (1-methylpropyl)-1, 3-propanediol dicarbamate is prepared by reacting methoxyacetone with the Grignard compound from a s-butyl halide, separating the resulting 2, 3-dimethyl -1- methoxypentan -2- ol and heating it to 50-150 DEG C. in the presence of a strong acid to form 2, 3-dimethylpentanal-1 (characterized as its 2, 4-dinitrophenylhydrazone), condensing this with formaldehyde in a strongly alkaline medium, separating the resulting 2-methyl -2- (1-methyl-propyl)-1, 3-propanediol (characterized as its bis-p-nitrobenzoate) and reacting it either with ethyl urethane in the presence of an aluminium alcoholate or with urea in the presence of copper acetate or lead acetate. N,N1-diacyl derivatives of the dicarbamate are obtained by reacting it with acetic, propionic or butyric anhydride in the presence of a condensing agent at a temperature not above 145 DEG C. They are useful as hypensive and sedative agents.
GB10238/62A 1961-09-22 1962-03-16 The preparation of 2-methyl-2-(1-methyl-propyl)-1:3-propanediol dicarbamate Expired GB974818A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IT1725161 1961-09-22
IT1868761 1961-10-14

Publications (1)

Publication Number Publication Date
GB974818A true GB974818A (en) 1964-11-11

Family

ID=26326927

Family Applications (1)

Application Number Title Priority Date Filing Date
GB10238/62A Expired GB974818A (en) 1961-09-22 1962-03-16 The preparation of 2-methyl-2-(1-methyl-propyl)-1:3-propanediol dicarbamate

Country Status (3)

Country Link
DK (1) DK103296C (en)
FR (1) FR1320356A (en)
GB (1) GB974818A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11976211B2 (en) 2018-12-06 2024-05-07 Dow Global Technologies Llc Water-based polyurethane dispersions and their preparation

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11976211B2 (en) 2018-12-06 2024-05-07 Dow Global Technologies Llc Water-based polyurethane dispersions and their preparation

Also Published As

Publication number Publication date
FR1320356A (en) 1963-03-08
DK103296C (en) 1965-12-13

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