(2-Triphenylmethylamino-4-thiazolyl)glyoxylic acid → HCID 86740931, compound

HRID 746319Notes

Reaction equation

HRID 746319 reaction equation
[C:1]([NH:20][C:21]1[S:22][CH:23]=[C:24]([C:26](=O)[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.[NH2:31][O:32][CH2:33][C:34]1[N:38]([CH3:39])[CH:37]=[N:36][CH:35]=1>CO>[C:1]([NH:20][C:21]1[S:22][CH:23]=[C:24]([C:26](=[N:31][O:32][CH2:33][C:34]2[N:38]([CH3:39])[CH:37]=[N:36][CH:35]=2)[C:27]([OH:29])=[O:28])[N:25]=1)([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 11133448(2-Triphenylmethylamino-4-thiazolyl)glyoxylic acidHCID 15080236O-[(1-Methyl-1H-imidazol-5-yl)methyl]hydroxylamine

Product 1

HCID 86740931HCID 86740931, compoundYield 67.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

17.4 g of (2-tritylaminothiazol-4-yl)glyoxylic acid was dissolved in 500 ml of methanol under heating and the mixture was cooled to room temperature. A mixture of 100 ml of methanol and 5.5 g of 5-aminooxymethyl-1-methylimidazole was added to the mixture and then the resulting mixture was stirred overnight at room temperature. The precipitate formed was collected by filtration and washed with methanol to give 14.9 g of 2-(2-tritylaminothiazol-4-yl)-2-((1-methylimidazol-5-yl)methoxyimino)acetic acid with mp 231°-232° C. (decomposition).

Workup

  1. temperatureunder heating
  2. additionwas added to the mixture
  3. customThe precipitate formed
  4. filtrationwas collected by filtration
  5. washwashed with methanol

Sources & evidence

ORD record
ord-26e48677e84c452a9a7f0c4e65d09a9c
Source dataset
uspto-grants-1986_07
Patent number
US04603198

Reaction notes

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