Triethylamine → HCID 70119434, compound

HRID 1698874Notes

Reaction equation

HRID 1698874 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[C:10]1[N:11]=[C:12]([N:16]([C:20]2[CH:25]=[C:24]([NH2:26])[CH:23]=[CH:22][C:21]=2[O:27][CH3:28])[CH2:17][CH2:18][CH3:19])[S:13][C:14]=1[CH3:15].C(N(CC)CC)C.[C:36](Br)(=[O:38])[CH3:37]>ClCCl>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[C:10]1[N:11]=[C:12]([N:16]([C:20]2[CH:25]=[C:24]([NH:26][C:36](=[O:38])[CH3:37])[CH:23]=[CH:22][C:21]=2[O:27][CH3:28])[CH2:17][CH2:18][CH3:19])[S:13][C:14]=1[CH3:15]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10482Acetyl bromideHCID 18322266HCID 18322266, compound

Product 1

HCID 70119434HCID 70119434, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

At 0° C., under an inert atmosphere, 1 g of 4-(2-chloro-4-methoxyphenyl)-5-methyl-2-[N-(5-amino-2-methoxyphenyl)-N-propylamino]thiazole is dissolved in 3.5 ml of dichloromethane. 0.4 ml of triethylamine is added followed by 0.14 ml of acetyl bromide. After 1 hour at room temperature, the reaction mixture is diluted with dichloromethane. The organic phase is washed with water and then dried over sodium sulphate. The evaporation residue is purified on silica gel; eluent cyclohexane/ethyl acetate 1/1.

Workup

  1. washThe organic phase is washed with water
  2. dry with materialdried over sodium sulphate
  3. customThe evaporation residue is purified on silica gel

Sources & evidence

ORD record
ord-49eb9b26e1484b4d8a4dc19e58def6dd
Source dataset
uspto-grants-2002_02
Patent number
US06344470B1

Reaction notes

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