Acetyl chloride → N-Butyl-N-[6-(4-tert-butyl-phenyl)-2-methyl-imidazo[2,1-b]thiazol-5-yl]-acetamide

HRID 586610

Reaction equation

HRID 586610 reaction equation
[NH2:1][C:2]1[S:3][C:4]([CH3:7])=[CH:5][N:6]=1.[CH2:8]([N+:12]#[C-:13])[CH2:9][CH2:10][CH3:11].[C:14]([C:18]1[CH:25]=[CH:24][C:21]([CH:22]=O)=[CH:20][CH:19]=1)([CH3:17])([CH3:16])[CH3:15].[C:26](Cl)(=[O:28])[CH3:27]>Cl(O)(=O)(=O)=O>[CH2:8]([N:12]([C:13]1[N:6]2[C:2]([S:3][C:4]([CH3:7])=[CH:5]2)=[N:1][C:22]=1[C:21]1[CH:24]=[CH:25][C:18]([C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:19][CH:20]=1)[C:26](=[O:28])[CH3:27])[CH2:9][CH2:10][CH3:11]

Participants

6

Reactant 4

HCID 6367Acetyl chlorideHCID 703244-tert-ButylbenzaldehydeHCID 76008Butyl isocyanideHCID 3517702-Amino-5-methylthiazole

Product 1

HCID 22335561N-Butyl-N-[6-(4-tert-butyl-phenyl)-2-methyl-imidazo[2,1-b]thiazol-5-yl]-acetamide

Reagents, catalysts & solvents 1

HCID 24247Perchloric AcidSolvent

Procedure

Compound 56 was prepared in accordance with the general synthesis instructions from 1.0 ml (0.1 mmol) 2-amino-5-methylthiazole solution (0.1 M, MC), 0.575 ml (0.115 mmol) n-butylisonitrile solution (0.2 M, MC), 0.500 ml (0.15 mmol) 4-tert-butylbenzaldehyde solution (0.3 M, MC) and 10 μl perchloric acid (w=20%) and by reaction with acetyl chloride, the excess acetyl chloride being removed in vacuo.

Workup

  1. customthe excess acetyl chloride being removed in vacuo

Sources & evidence

ORD record
ord-dbcde27c57f249548e973fce4e38f4ea
Source dataset
uspto-grants-2005_08
Patent number
US06936631B2

Linked notes

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