Thiourea → 2-(Methylsulfonyl)phenylmethyl carbamimidothioate hydrobromide

HRID 904772Notes

Reaction equation

HRID 904772 reaction equation
[CH3:1][S:2]([C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH2:7][Br:8])(=[O:4])=[O:3].[NH2:13][C:14]([NH2:16])=[S:15]>C(O)C>[BrH:8].[C:14]([S:15][CH2:7][C:6]1[CH:9]=[CH:10][CH:11]=[CH:12][C:5]=1[S:2]([CH3:1])(=[O:4])=[O:3])(=[NH:13])[NH2:16]

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 189224741-(Bromomethyl)-2-methanesulfonylbenzene

Product 1

HCID 132826552-(Methylsulfonyl)phenylmethyl carbamimidothioate hydrobromide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 36.5 g of 2-(methylsulfonyl)benzyl bromide and 11.4 g of thiourea in 500 ml absolute ethanol was stirred at reflux temperature for 11/2 hours and then allowed to cool to room temperature. Upon standing, the solution yielded white feather-like crystals which were collected by filtration, washed with cold 1-chlorobutane, and dried in vacuo. The yield of 2-(methylsulfonyl)phenylmethyl carbamimidothioate hydrobromide, m.p. 203°-206° C., was 36.3 g.

Workup

  1. temperatureat reflux temperature for 11/2 hours
  2. customthe solution yielded white feather-like crystals which
  3. filtrationwere collected by filtration
  4. washwashed with cold 1-chlorobutane
  5. customdried in vacuo

Sources & evidence

ORD record
ord-3bd0ba768f62497e82cdbb646d03e9fc
Source dataset
uspto-grants-1983_12
Patent number
US04420325

Reaction notes

Loading…