Thiourea → HCID 22671284, compound

HRID 1006506Notes

Reaction equation

HRID 1006506 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][C:11]([F:14])([F:13])[F:12])[CH2:5]Br.NC(N)=[S:17]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:5][SH:17])[CH:7]=[CH:8][C:9]=1[O:10][C:11]([F:14])([F:13])[F:12]

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 27738494-(Bromomethyl)-2-chloro-1-(trifluoromethoxy)benzene

Product 1

HCID 22671284HCID 22671284, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3-chloro-4-(trifluoromethoxy)benzylbromide (5 g) in ethanol (100 ml) was added thiourea (5 g) and the mixture heated under reflux for 2 hours. The mixture was evaporated to dryness and the residue taken up into water (100 ml). To this solution was added sodium hydroxide pellets (3 g) and the mixture heated under reflux for 1 hour. The mixture was allowed to cool to room temperature and acidified with concentrated hydrochloric acid, the mixture was extracted with ether, dried and evaporated to give the subtitle compound as a colourless waxy solid (3.5 g).

Workup

  1. temperaturethe mixture heated
  2. temperatureunder reflux for 2 hours
  3. customThe mixture was evaporated to dryness
  4. additionTo this solution was added sodium hydroxide pellets (3 g)
  5. temperaturethe mixture heated
  6. temperatureunder reflux for 1 hour
  7. extractionthe mixture was extracted with ether
  8. customdried
  9. customevaporated

Sources & evidence

ORD record
ord-86ca4727cca049128d5ddab58d5558e1
Source dataset
uspto-grants-2004_09
Patent number
US06790850B1

Reaction notes

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