Thiobenzamide → HCID 15458851, compound

HRID 2269300Notes

Reaction equation

HRID 2269300 reaction equation
Br[CH:2]1[CH2:11][CH2:10][C:9]2[C:4](=[CH:5][C:6]([Br:12])=[CH:7][CH:8]=2)[C:3]1=O.[C:14]([NH2:22])(=[S:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(O)C>[Br:12][C:6]1[CH:5]=[C:4]2[C:9]([CH2:10][CH2:11][C:2]3[S:21][C:14]([C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=4)=[N:22][C:3]=32)=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 683563ThiobenzamideHCID 18347149HCID 18347149, compound

Product 1

HCID 15458851HCID 15458851, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.3 g of 2,7-dibromo-3,4-dihydro-2H-naphthalen-1-one is dissolved in 10 ml of ethanol and, after addition of 140 mg of thiobenzamide, heated to reflux for 5 h. The reaction mixture is concentrated in vacuo, the residue is suspended in 10 ml of 1 N sodium hydroxide solution and stirred at room temperature for 1 h. The suspension is filtered with suction, thoroughly washed with water and dried in vacuo. 8-Bromo-2-phenyl-4,5-dihydro-naphtho[1,2-d]thiazole is obtained with a melting point of 85° C.

Workup

  1. temperatureheated
  2. temperatureto reflux for 5 h
  3. concentrationThe reaction mixture is concentrated in vacuo
  4. filtrationThe suspension is filtered with suction
  5. washthoroughly washed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-d3e092af80bd44df9c65fef00df7263d
Source dataset
uspto-grants-2001_12
Patent number
US06329407B1

Reaction notes

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