2-Methyl-2-thiopseudourea → HCID 178503945, compound

HRID 2368436Notes

Reaction equation

HRID 2368436 reaction equation
[C:1]([S:4][CH3:5])(=[NH:3])[NH2:2].[C:6](Cl)(=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C1COCC1.O>[C:6]([NH:3]/[C:1](/[S:4][CH3:5])=[N:2]/[C:6](=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)(=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 51422-Methyl-2-thiopseudoureaHCID 7412Benzoyl chloride

Product 1

HCID 178503945HCID 178503945, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of methyl carbamimidothioate (0.901 g, 10 mmol) in 10 ml of THF were added TEA (6.97 ml, 50.0 mmol) and benzoyl chloride (3.48 ml, 30.0 mmol) at r.t. The reaction was stirred for over night. The reaction mixture was diluted with water (20 ml) and the resulting precipitates were collected by filtration. The filter cake was washed with water and heptane. It was dried by suction in air for 4 hours to yield (Z)-methyl N,N′-dibenzoylcarbamimidothioate. After the filtration, it was pure by LCMS. It was carried on to the next step. LCMS method A, (M+H)+299.1, ret T=1.66 min.

Workup

  1. customthe resulting precipitates
  2. filtrationwere collected by filtration
  3. washThe filter cake was washed with water and heptane
  4. customIt was dried by suction in air for 4 hours

Sources & evidence

ORD record
ord-e0f10e60e8e44f63bc85b1d3435f3d8a
Source dataset
uspto-grants-2014_04
Patent number
US08703761B2

Reaction notes

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