3-Isocyanatobenzonitrile → HCID 23373681, compound

HRID 865927Notes

Reaction equation

HRID 865927 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([N:9]=[C:10]=[O:11])[CH:6]=[CH:7][CH:8]=1)#[N:2].[NH2:12][CH:13]1[N:19]=[C:18]([CH3:20])[C:17]2[CH:21]=[CH:22][CH:23]=[CH:24][C:16]=2[N:15]([CH2:25][C:26](=[O:31])[C:27]([CH3:30])([CH3:29])[CH3:28])[C:14]1=[O:32]>CC#N>[C:1]([C:3]1[CH:4]=[C:5]([NH:9][C:10]([NH:12][CH:13]2[C:14](=[O:32])[N:15]([CH2:25][C:26](=[O:31])[C:27]([CH3:30])([CH3:29])[CH3:28])[C:16]3[CH:24]=[CH:23][CH:22]=[CH:21][C:17]=3[C:18]([CH3:20])=[N:19]2)=[O:11])[CH:6]=[CH:7][CH:8]=1)#[N:2]

Participants

4

Reactant 2

HCID 27333153-IsocyanatobenzonitrileHCID 23373673HCID 23373673, compound

Product 1

HCID 23373681HCID 23373681, compoundYield 76.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3-Cyanophenyl isocyanate (278 mg) was added to a solution of 3-amino-2,3-dihydro-1-(3,3,-dimethyl-2-oxo-butyl)-5-methyl-2-oxo-1H-1,4-benzodiazepine (500 mg) in dry MeCN (13 ml) at 23° under nitrogen. After 30 min the resulting thick slurry was stirred with DE (5 ml) filtered and the filtercake washed with EA and DE then dried in vacuo at 50° to give the title compound (571 mg) as a white solid, m.p. 246°-7°

Workup

  1. filtrationfiltered
  2. washthe filtercake washed with EA
  3. customDE then dried in vacuo at 50°

Sources & evidence

ORD record
ord-d912f5e59d264b3889622f9a6ffbb8bf
Source dataset
uspto-grants-1996_10
Patent number
US05569654

Reaction notes

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