2-Tritylaminothiazole-4-methanol → 2-(Tritylamino)thiazole-4-carbaldehyde

HRID 2107234

Reaction equation

HRID 2107234 reaction equation
[C:1]([NH:20][C:21]1[S:22][CH:23]=[C:24]([CH2:26][OH:27])[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>[O-2].[O-2].[Mn+4].CC(C)=O>[C:1]([NH:20][C:21]1[S:22][CH:23]=[C:24]([CH:26]=[O:27])[N:25]=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)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 1

HCID 150535522-Tritylaminothiazole-4-methanol

Product 1

HCID 150535692-(Tritylamino)thiazole-4-carbaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 180AcetoneSolvent

Procedure

A mixture comprising 0.5 g of 2-tritylaminothiazole-4-methanol, 5 g of manganese dioxide and 20 ml of acetone was stirred at room temperature for 60 hours. The manganese dioxide was filtered off and the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography. using as eluent a 10:1 by volume mixture of benzene and ethyl acetate, giving the desired compound as a brownish-orange powder.

Workup

  1. filtrationThe manganese dioxide was filtered off
  2. customthe filtrate was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography
  4. additionby volume mixture of benzene and ethyl acetate

Sources & evidence

ORD record
ord-71e2dde376fb49e2bd745c0c5157ab89
Source dataset
uspto-grants-1990_06
Patent number
US04933355

Linked notes

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