N,N'-Dimethylthiourea → HCID 10380361, compound

HRID 1533111Notes

Reaction equation

HRID 1533111 reaction equation
[Br:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:11])[CH:8]=2)[C:3]1=[O:12].[CH3:13][NH:14][C:15]([NH:17][CH3:18])=[S:16]>CC(C)=O>[BrH:1].[Cl:11][C:7]1[CH:6]=[CH:5][C:4]2[C:3]3([OH:12])[N:17]([CH3:18])[C:15](=[N:14][CH3:13])[S:16][CH:2]3[CH2:10][C:9]=2[CH:8]=1.[Cl:11][C:7]1[CH:6]=[CH:5][C:4]2[C:3]3([OH:12])[N:17]([CH3:18])[C:15](=[N:14][CH3:13])[S:16][CH:2]3[CH2:10][C:9]=2[CH:8]=1

Participants

5

Reactant 2

HCID 2723631N,N'-DimethylthioureaHCID 113340692-Bromo-5-chloro-2,3-dihydro-1H-inden-1-one

Product 2

HCID 10380361HCID 10380361, compoundHCID 21704937HCID 21704937, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

2.47 g (10 mmol) of 2-bromo-5-chloro-1-indanone are dissolved in 30 ml of acetone and, at room temperature, a solution of 1.05 g (10 mmol) of N,N′-dimethylthiourea in 10 ml of acetone is added, and the mixture is stirred at room temperature for 5 h. The precipitate is filtered off with suction and dried in vacuo. Crystallization from methanol/diethyl ether results in the hydrobromide of 6-chloro-3-methyl-2-methylimino-2,3,8,8a-tetrahydroindeno[1,2-d]thiazol-3a-ol of melting point 181-183° C.

Workup

  1. filtrationThe precipitate is filtered off with suction
  2. customdried in vacuo
  3. customCrystallization from methanol/diethyl ether

Sources & evidence

ORD record
ord-cc9a02bafc6743eeaa51a9b60ba6a3ee
Source dataset
uspto-grants-2001_03
Patent number
US06207689B1

Reaction notes

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