2-Methoxypropene → 2-(2-Tritylamino-4-thiazolyl)-2-(1-methyl-1-methoxyethoxyimino)-acetic acid

HRID 1904119Notes

Reaction equation

HRID 1904119 reaction equation
[OH:1][N:2]=[C:3]([C:7]1[N:8]=[C:9]([NH:12][C:13]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[S:10][CH:11]=1)[C:4]([OH:6])=[O:5].[CH3:32][O:33][C:34]([CH3:36])=[CH2:35]>C(Cl)Cl>[C:13]([NH:12][C:9]1[S:10][CH:11]=[C:7]([C:3](=[N:2][O:1][C:34]([CH3:36])([O:33][CH3:32])[CH3:35])[C:4]([OH:6])=[O:5])[N:8]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 83002-MethoxypropeneHCID 730781342-(2-Tritylamino-4-thiazolyl)-2-hydroxyimino-acetic acid

Product 1

HCID 536416812-(2-Tritylamino-4-thiazolyl)-2-(1-methyl-1-methoxyethoxyimino)-acetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 12.9 g of the syn isomer of 2-hydroxyimino-2-(2-tritylamino-4-thiazolyl)-acetic acid, 120 ml of methylene chloride and 12 ml of 2-methoxy-propene was stirred at room temperature for 20 minutes and was evaporated to dryness. The residue was stirred with 60 ml of methylene chloride and 12 ml of 2-methoxy-propene for 30 minutes and the mixture was evaporated to dryness to obtain the syn isomer of 2-(2-tritylamino-4-thiazolyl)-2-(1-methyl-1-methoxyethoxyimino)-acetic acid which was used as is for the next step.

Workup

  1. customwas evaporated to dryness
  2. stirringThe residue was stirred with 60 ml of methylene chloride and 12 ml of 2-methoxy-propene for 30 minutes
  3. customthe mixture was evaporated to dryness

Sources & evidence

ORD record
ord-767c8d3f76bf4a63b8c20e9738dda510
Source dataset
uspto-grants-1984_03
Patent number
US04439433

Reaction notes

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