Acetone → HCID 9904980, compound

HRID 1016559Notes

Reaction equation

HRID 1016559 reaction equation
[Cl:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:11]3[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=3)[CH:8]=2)[C:3]1=O.[CH3:18][NH:19][C:20]([NH2:22])=[S:21].CC(C)=O>CO>[ClH:1].[CH3:18][NH:19][C:20]1[S:21][C:2]2[CH2:10][C:9]3[CH:8]=[C:7]([C:11]4[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=4)[CH:6]=[CH:5][C:4]=3[C:3]=2[N:22]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 2723704MethylthioureaHCID 18407243HCID 18407243, compound

Product 1

HCID 9904980HCID 9904980, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

366 mg of 2-chloro-5-pyridin-3-yl-1-indanone are dissolved with 203 mg of N-methylthiourea in 5 ml of methanol and heated to reflux for 7 h. The reaction mixture is cooled and, after addition of 20 ml of acetone, the precipitate is filtered off with suction, washed with acetone and dried in vacuo. Methyl(6-pyridin-3-yl-8H-indeno[1,2-d]thiazol-2-yl)amine hydrochloride is obtained with a melting point of 225° C.

Workup

  1. temperatureheated
  2. temperatureto reflux for 7 h
  3. temperatureThe reaction mixture is cooled
  4. filtrationthe precipitate is filtered off with suction
  5. washwashed with acetone
  6. customdried in vacuo

Sources & evidence

ORD record
ord-a117137f3f084ccd9ef35953633ab35f
Source dataset
uspto-grants-2002_11
Patent number
US06476059B1

Reaction notes

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