Water → 1-(2-Isocyanobenzyl)-3-methylurea

HRID 78684Notes

Reaction equation

HRID 78684 reaction equation
Cl.C([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6][NH2:7])#N.[CH3:12][N:13]=[C:14]=[O:15].[CH2:16]([N:18](CC)CC)C.O>ClCCl>[N+:18]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6][NH:7][C:14]([NH:13][CH3:12])=[O:15])#[C-:16]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 12228Methyl IsocyanateHCID 247216502-(Aminomethyl)benzonitrile hydrochloride

Product 1

HCID 580761271-(2-Isocyanobenzyl)-3-methylureaYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

2-cyanobenzylamine hydrochloride (90 g) and Dichloromethane (800 ml) were taken into a round bottomed (RB) flask. Methyl isocyanate (45.6 g) was added at 5° C. Triethylamine (81 g) in Dichloromethane (300 ml) was added at the same temperature and stirred at room temperature for 16 h. Water (1 L) was added and stirred for 30 min. The obtained solid was collected by filtration and dried in oven at 50° C. for 12 h. The yield is 85% and the purity 99.8%.

Workup

  1. stirringstirred for 30 min
  2. filtrationThe obtained solid was collected by filtration
  3. customdried in oven at 50° C. for 12 h

Sources & evidence

ORD record
ord-d44dadcd95f54f90bf9533bb53ff1bad
Source dataset
uspto-grants-2014_09
Patent number
US08841447B2

Reaction notes

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