3-Methyl-2-methylimino-7-(4-trifluoromethylphenyl)-2,3,8,8a-tetrahydroindeno[1,2-d]thiazol-3a-ol hydrobromide → Methyl[3-methyl-7-(4-trifluoromethylphenyl)-3,8-dihydroindeno[1,2-d]thiazol-2-ylidene]amine hydrobromide

HRID 1595249Notes

Reaction equation

[BrH:1].[CH3:2][N:3]1[C:7]2(O)[C:8]3[CH:9]=[CH:10][CH:11]=[C:12]([C:15]4[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=4)[C:13]=3[CH2:14][CH:6]2[S:5][C:4]1=[N:26][CH3:27]>C(O)(=O)C>[BrH:1].[CH3:27][N:26]=[C:4]1[N:3]([CH3:2])[C:7]2[C:8]3[CH:9]=[CH:10][CH:11]=[C:12]([C:15]4[CH:16]=[CH:17][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:19][CH:20]=4)[C:13]=3[CH2:14][C:6]=2[S:5]1

Participants

Conditions

Temperature: 100 °C

Procedure

425.5 mg (1 mmol) of 3-methyl-2-methylimino-7-(4-trifluoromethylphenyl)-2,3,8,8a-tetrahydroindeno[1,2-d]thiazol-3a-ol hydrobromide are suspended in 10 ml of glacial acetic acid and stirred at 100° C. for 3 h. The solvent is then evaporated off in vacuo, and the residue is taken up in water, filtered, washed with water and dried in vacuo. Methyl[3-methyl-7-(4-trifluoromethylphenyl)-3,8-dihydroindeno[1,2-d]thiazol-2-ylidene]amine hydrobromide is obtained with a melting point of 230-233° C.

Workup

customThe solvent is then evaporated off in vacuo
filtrationfiltered
washwashed with water
customdried in vacuo

Sources & evidence

ORD record: ord-a89dd749b43842e189ddd2d9ed3a3671
Source dataset: uspto-grants-2001_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06288094B1

Reaction notes

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