Ammonium Hydroxide → HCID 12805576, compound

HRID 2309049Notes

Reaction equation

HRID 2309049 reaction equation
C([S:9][CH2:10][CH2:11][C:12]([NH:14][C:15]([CH3:20])([CH3:19])[C:16]([OH:18])=[O:17])=[O:13])(=O)C1C=CC=CC=1.[OH-].[NH4+]>O>[SH:9][CH2:10][CH2:11][C:12]([NH:14][C:15]([CH3:20])([CH3:19])[C:16]([OH:18])=[O:17])=[O:13]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 12805575HCID 12805575, compound

Product 1

HCID 12805576HCID 12805576, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.8 g. of the product of Example 45 is treated with a mixture of 20 ml. water and 20 ml. of concentrated ammonium hydroxide solution under an argon blanket for one hours. The benzamide precipitate is filtered and the filtrate is extracted twice with ethyl acetate. The aqueous phase is concentrated in vacuo, acidified with concentrated hydrochloric acid and extracted with ethyl acetate. The organic layer is dried and concentrated to dryness in vacuo and the residual product 2-[(3-mercaptopropanoyl)amino]-2-methylpropanoic acid, is crystallized from acetonitrile, yield 1.2 g., m.p. 169°-170°.

Workup

  1. filtrationThe benzamide precipitate is filtered
  2. extractionthe filtrate is extracted twice with ethyl acetate
  3. concentrationThe aqueous phase is concentrated in vacuo
  4. extractionextracted with ethyl acetate
  5. customThe organic layer is dried
  6. concentrationconcentrated to dryness in vacuo
  7. customthe residual product 2-[(3-mercaptopropanoyl)amino]-2-methylpropanoic acid, is crystallized from acetonitrile, yield 1.2 g

Sources & evidence

ORD record
ord-800ebc42e8f84e5ca9aaabe7de6890ff
Source dataset
uspto-grants-1987_09
Patent number
US04692458

Reaction notes

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