Toluene → HCID 86642520, compound

HRID 45390Notes

Reaction equation

HRID 45390 reaction equation
[CH2:1]([NH:8][C:9]([C:11]1[S:15][C:14]([N:16](C)[C:17](=O)OC(C)(C)C)=[N:13][C:12]=1[CH3:25])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O.C1(C)C=CC=CC=1>ClCCl>[CH2:1]([NH:8][C:9]([C:11]1[S:15][C:14]([NH:16][CH3:17])=[N:13][C:12]=1[CH3:25])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 6422Trifluoroacetic acidHCID 68702539HCID 68702539, compound

Product 1

HCID 86642520HCID 86642520, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 5-(benzylcarbamoyl)-4-methylthiazol-2-yl(methyl)carbamate (0.030 g, 0.083 mmol) in dichloromethane (1 mL) was added trifluoroacetic acid (1 mL) and the resultant mixture was stirred at ambient temperature for 4 h. Toluene (0.5 mL) was added and the reaction mixture was concentrated in vacuo. The residue was triturated with diethyl ether and concentrated in vacuo and dried in vacuum. The crude N-benzyl-4-methyl-2-(methylamino)thiazole-5-carboxamide was obtained and used directly in the next step.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customThe residue was triturated with diethyl ether
  3. concentrationconcentrated in vacuo
  4. customdried in vacuum

Sources & evidence

ORD record
ord-d4b046d4f6d24603845a8023a7e5bf0b
Source dataset
uspto-grants-2013_09
Patent number
US08541457B2

Reaction notes

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