Dichloromethane → HCID 53927999, compound

HRID 851828Notes

Reaction equation

HRID 851828 reaction equation
[C:1]([NH:20][C:21]1[S:22][CH:23]=[C:24]([C:26](=[N:30][OH:31])[C:27]([OH:29])=[O:28])[N:25]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:32][O:33][C:34]([CH3:36])=C.[CH2:37](Cl)Cl>>[C:1]([NH:20][C:21]1[S:22][CH:23]=[C:24]([C:26](=[N:30][O:31][CH:34]([O:33][CH3:32])[CH2:36][CH3:37])[C:27]([OH:29])=[O:28])[N:25]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 83002-MethoxypropeneHCID 730781342-(2-Tritylamino-4-thiazolyl)-2-hydroxyimino-acetic acid

Product 1

HCID 53927999HCID 53927999, compound

Procedure

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

Workup

  1. customwas then evaporated to dryness
  2. stirringThe residue was stirred for another 30 minutes in 60 ml of methylene chloride
  3. custom12 ml of 2-methoxypropene and the mixture was evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-f358ac38da444bbd91e414f8fba60e31
Source dataset
uspto-grants-1983_05
Patent number
US04386210

Reaction notes

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