Triethylamine → HCID 57189351, compound

HRID 1977824Notes

Reaction equation

HRID 1977824 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[C:6](Br)([F:12])[CH2:5]2.[NH2:14][C:15]([NH2:17])=[S:16].C(N(CC)CC)C>CS(C)=O>[NH2:17][C:15]1[S:16][C:6]2([F:12])[CH2:5][C:4]3[CH:3]=[C:2]([Cl:1])[CH:10]=[CH:9][C:8]=3[C:7]2([OH:11])[N:14]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2723790ThioureaHCID 219955995-Chloro-2-bromo-2-fluoroindan-1-one

Product 1

HCID 57189351HCID 57189351, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
50 °C

Procedure

263 mg of 5-chloro-2-bromo-2-fluoroindan-1-one and 152 mg of thiourea are dissolved in 2.5 ml of dry dimethyl sulfoxide and stirred at 50° C. for 8 h. Excess triethylamine is added to the reaction mixture, which is then concentrated in vacuo. The residue is purified by chromatography on silica gel with ethyl acetate as eluent. 2-Amino-6-chloro-8a-fluoro-8 ,8a-dihydroindeno[1,2-d]thiazol-3a-ol is obtained with a melting point of 159° C.

Workup

  1. concentrationis then concentrated in vacuo
  2. customThe residue is purified by chromatography on silica gel with ethyl acetate as eluent

Sources & evidence

ORD record
ord-a792e75dbd4a445b912d92fd309d6905
Source dataset
uspto-grants-2001_05
Patent number
US06235763B1

Reaction notes

Loading…