(2-Triphenylmethylamino-4-thiazolyl)glyoxylic acid → HCID 14479203, compound

HRID 1200302Notes

Reaction equation

HRID 1200302 reaction equation
[C:1]1([C:7]([NH:20][C:21]2[S:22][CH:23]=[C:24]([C:26](=O)[C:27]([OH:29])=[O:28])[N:25]=2)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:31]1([CH:37]([O:44][C:45](=[O:64])[C:46]([C:50]2[CH:55]=[CH:54][C:53]([O:56][C:57](=[O:59])[CH3:58])=[C:52]([O:60][C:61](=[O:63])[CH3:62])[CH:51]=2)([O:48][NH2:49])[CH3:47])[C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>CO>[C:1]1([C:7]([NH:20][C:21]2[S:22][CH:23]=[C:24](/[C:26](=[N:49]/[O:48][C:46]([C:45]([O:44][CH:37]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)=[O:64])([C:50]3[CH:55]=[CH:54][C:53]([O:56][C:57](=[O:59])[CH3:58])=[C:52]([O:60][C:61](=[O:63])[CH3:62])[CH:51]=3)[CH3:47])/[C:27]([OH:29])=[O:28])[N:25]=2)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 11133448(2-Triphenylmethylamino-4-thiazolyl)glyoxylic acidHCID 14479202HCID 14479202, compound

Product 1

HCID 14479203HCID 14479203, compoundYield 78.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of (2-triphenylmethylamino-4-thiazolyl)glyoxylic acid (0.49 g) in methanol (25 ml) was added dropwise a solution of the product obtained in Step 3 (0.61 g) in methanol (10 ml). The mixture was stirred at room temperature for 1.5 hours and concentrated under reduced pressure. The residue was purified by silica gel column chromatography, giving 0.8 g of the objective compound.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-9a60a38c3d0a4ca39c58e24fb4744aae
Source dataset
uspto-grants-1990_02
Patent number
US04904791

Reaction notes

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