Ammonia → N-(Phenylmethyl)thiourea

HRID 1597300Notes

Reaction equation

HRID 1597300 reaction equation
[CH2:1]([N:8]=[C:9]=[S:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH3:11].O>C1COCC1>[CH2:1]([NH:8][C:9]([NH2:11])=[S:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 2346Benzyl Isothiocyanate

Product 1

HCID 737375N-(Phenylmethyl)thioureaYield 108.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

96.3 g (366 mmoles) of benzylisothiocyanate were dissolved in 100 ml o THF and treated with 44.2 ml (732 mmoles) of 32% ammonia solution. After 0.5 hour at 40-45° C. water were added and the THF removed in vacuo. The gummy suspension is treated with 200 ml of ether, the crystals collected and washed with water and other. Suspension in 30 ml of methylenechloride and collection gave 65.77 g (64.2%) of benzyl-2-thiourea with mp 144-5° C.

Workup

  1. customthe THF removed in vacuo
  2. additionThe gummy suspension is treated with 200 ml of ether
  3. customthe crystals collected
  4. washwashed with water
  5. customSuspension in 30 ml of methylenechloride and collection

Sources & evidence

ORD record
ord-df250d1c1a09470cb51d75f323d5b38d
Source dataset
uspto-grants-2001_09
Patent number
US06294541B1

Reaction notes

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