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Home > Encyclopedia > 4-(METHYLAMINO)BUTYRIC ACID HYDROCHLORIDE

4-(METHYLAMINO)BUTYRIC ACID HYDROCHLORIDE

4-(METHYLAMINO)BUTYRIC ACID HYDROCHLORIDE structure

4-(METHYLAMINO)BUTYRIC ACID HYDROCHLORIDE 

structure
  • CAS No:

    6976-17-6

  • Formula:

    C5H12ClNO2

  • Chemical Name:

    4-(METHYLAMINO)BUTYRIC ACID HYDROCHLORIDE

  • Synonyms:

    4-(METHYLAMINO)BUTYRIC ACID HYDROCHLORIDE;4-(Methylamino)butyric acid hydrochloride 99%;4-(Methylamino)butyric acid hydrochloride,99%;4-(Methylamino)butanoic acid HCl;4-methylammoniobutanoate;4-methylammoniobutyrate;4-methylazaniumylbutanoate;gamma-N-methylaminobutyrate

  • Categories:

    Pharmaceutical Intermediates  >  Antimigraine Agents

Description

white crystalline powder

4-(METHYLAMINO)BUTYRIC ACID HYDROCHLORIDE Basic Attributes

153.61

153.05600

29224985

Characteristics

49.3

124-126 °C(lit.)

269.6°C at 760 mmHg

116.9ºC

Safety Information

NONH for all modes of transport

3

36/37/38

26-37/39

Xi

P261-P305 + P351 + P338

H315-H319-H335

4-(METHYLAMINO)BUTYRIC ACID HYDROCHLORIDE Use and Manufacturing

N-methyl-2-pyrrolidone, concentrated hydrochloric acid, was added to the reaction vessel.The mixture was stirred and refluxed at 165 ° C for 9 hours in an external bath, and concentrated hydrochloric acid was added thereto, followed by stirring under reflux for 4.5 hours.Hydrochloric acid was evaporated under reduced pressure, and the remaining solid was added to cold acetone, stirred and cooled.The solid was crystallized (white solid), frozen to allow complete precipitation, filtered and washed twice with cold acetone.Drain and dry. MP 119-120, after the mother liquor is concentrated and recovered, some products can be obtained. The yield was 90percent.Example 40 Preparation of Compound 74 (0281) (0282) A solution of General procedure: Compound 3c (1 equiv), an appropriate amine (1.1 equiv) and NaHCO3 (2.5 equiv) were added to THF and H2O (50 mL, 1:1) and the mixture was heated under reflux for 16 h. The reaction was allowed to cool and the THF was evaporated. The remaining solution was then acidified to pH 1-2 with 2M aqueous HCl. The resulting precipitate was collected giving the desired compound.General procedure: Compound 4c (1 equiv), an appropriate amine (1.1 equiv) and NaHCO3 (2.5 equiv) were added to EtOH and H2O (50 mL, 1:1) and the mixture was heated under reflux for 16 h. The reaction was allowed to cool and the EtOH was evaporated. The remaining solution was then acidified to pH 1-2 with 2M aqueous HCl. EtOAc was then added and the organic layer was separated. The organic layer was washed sequentially with H2O and then brine, dried (MgSO4) and evaporated yielding the product.

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