Water → HCID 23282588, compound

HRID 369876Notes

Reaction equation

HRID 369876 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].[Cl-].[Al+3].[Cl-].[Cl-].[CH:10]([C:13]1[CH:32]=[CH:31][CH:30]=[CH:29][C:14]=1[O:15][CH2:16][C:17]([NH:19][C:20]1[S:21][C:22]2[CH:28]=[CH:27][CH:26]=[CH:25][C:23]=2[N:24]=1)=[O:18])([CH3:12])[CH3:11].O>ClCCCl.CCCCCC>[CH:10]([C:13]1[CH:32]=[C:31]([C:3](=[O:4])[CH2:2][Cl:1])[CH:30]=[CH:29][C:14]=1[O:15][CH2:16][C:17]([NH:19][C:20]1[S:21][C:22]2[CH:28]=[CH:27][CH:26]=[CH:25][C:23]=2[N:24]=1)=[O:18])([CH3:12])[CH3:11]

Participants

7

Reactant 4

HCID 962WaterHCID 6577Chloroacetyl chlorideHCID 4827625HCID 4827625, compoundHCID 6451240Aluminum(III) Chloride

Product 1

HCID 23282588HCID 23282588, compound

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 8058HexaneSolvent

Procedure

To a solution of chloroacetyl chloride (10.0 ml) in anhydrous 1,2-dichloroethane (250 ml) is added aluminum chloride (12 g) at room temperature, and the mixture is stirred for 20 minutes. To the mixture is added at once 2-(2-isopropylphenoxymethylcarbonylamino)benzothiazole (20 g), and the mixture is stirred at room temperature for one hour. The reaction mixture is poured into water, and thereto is added n-hexane. The precipitates are collected by filtration, washed with water, and dried to give 2-[2-isopropyl-4-(2-chloroacetyl)phenoxymethylcarbonylamino]benzothiazole (25.9 g).

Workup

  1. stirringthe mixture is stirred at room temperature for one hour
  2. filtrationThe precipitates are collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-6651d2f05e034c369c25184847f8a463
Source dataset
uspto-grants-2000_10
Patent number
US06140330

Reaction notes

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