tert-Butyl isocyanate → HCID 21316843, compound

HRID 263267

Reaction equation

HRID 263267 reaction equation
[CH3:1][C:2]([NH2:6])([CH3:5])[C:3]#[N:4].[C:7]([N:11]=[C:12]=[O:13])([CH3:10])([CH3:9])[CH3:8]>>[C:3]([C:2]([NH:6][C:12]([NH:11][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:13])([CH3:5])[CH3:1])#[N:4]

Participants

3

Reactant 2

HCID 62412tert-Butyl isocyanateHCID 880222-Amino-2-methylpropionitrile

Product 1

HCID 21316843HCID 21316843, compound

Procedure

In a nitrogen atmosphere, 24.8 g. (0.3 mole) 2-methyl-2-aminopropionitrile and 30.7 g. (0.3 mole) t-butyl isocyanate, 97%, are combined and stirred for 5 minutes. At the end of this period, the mixture is filtered and 1 ml. of pyridine is added to the filtrate. This mixture is heated in an oil bath for one and one-half hours, keeping the temperature of the bath below 70°. The solid is recrystallized from methanol:water, 60:40, to give N-(1-cyano-1-methylethyl)-N'-(1,1-dimethylethyl)urea, m.p. 204°-5°; Anal. Calcd. for C9H17N3O; C: 58.99, H: 9.35, N: 22.93; Found: C: 59.21, H: 9.26, N: 22.59.

Workup

  1. filtrationAt the end of this period, the mixture is filtered
  2. additionof pyridine is added to the filtrate
  3. temperatureThis mixture is heated in an oil bath for one and one-half hours
  4. customthe temperature of the bath below 70°
  5. customThe solid is recrystallized from methanol

Sources & evidence

ORD record
ord-23879c3033134182b765916ff9ed125b
Source dataset
uspto-grants-1979_05
Patent number
US04156738

Linked notes

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