Hydrochloric Acid → N-(2-Methylphenyl)thiourea

HRID 1164135Notes

Reaction equation

HRID 1164135 reaction equation
[NH2:1][C:2]1[C:3]([CH3:8])=[CH:4][CH:5]=[CH:6][CH:7]=1.Cl.[S-:10][C:11]#[N:12].[NH4+]>ClC1C=CC=CC=1C>[C:3]1([CH3:8])[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:1][C:11]([NH2:12])=[S:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7242O-ToluidineHCID 15666Ammonium thiocyanate

Product 1

HCID 2787703N-(2-Methylphenyl)thioureaYield 98.3%

Reagents, catalysts & solvents 1

HCID 72382-ChlorotolueneSolvent

Conditions

Temperature
75 °C

Procedure

In a reactor, 107.2 g of o-toluidine and 250 ml of o-chlorotoluene were charged and 106 g of 36% hydrochloric acid was charged with stirring. The mixture was heated to 75° C. and 87.5 g of ammonium thiocyanate was admixed with the mixture and the reaction was performed at 75° to 85° C. for 20 hours. The resulting crystal was separated by a filtration and washed with water and dried to obtain 163.5 g of o-tolylthiourea having a melting point of 154° C. The product was analyzed by high speed liquid chromatography to find a purity of 98.0% and an yield of 96.4% as a pure product.

Workup

  1. customThe resulting crystal was separated by a filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-cd4867a543b14387b363522994fb900a
Source dataset
uspto-grants-1983_01
Patent number
US04367345

Reaction notes

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