Isopropyl isocyanate → HCID 13306745, compound

HRID 866416Notes

Reaction equation

HRID 866416 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][N:12]=1)[C:7]([NH2:9])=[O:8])([O-:3])=[O:2].[CH:13]([N:16]=[C:17]=[O:18])([CH3:15])[CH3:14]>C1(C)C=CC=CC=1>[CH:13]([NH:16][C:17](=[O:18])[NH:9][C:7]([C:6]1[CH:10]=[CH:11][N:12]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)=[O:8])([CH3:15])[CH3:14]

Participants

4

Reactant 2

HCID 61277Isopropyl isocyanateHCID 132411182-Nitropyridine-4-carboxamide

Product 1

HCID 13306745HCID 13306745, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To 30 ml. of toluene were added 0.8 g. of 2-nitroisonicotinamide and 1.7 g. of isopropyl isocyanate, and the mixture was refluxed for 6 hours. The reaction mixture was cooled and filtered removing 0.4 g. of the insoluble starting material. The filtrate was concentrated, and the residue was purified by silica gel chromatography and recrystallized from ethyl acetate-n-hexane to yield 0.08 g. of the desired product.

Workup

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered
  3. customremoving 0.4 g
  4. concentrationThe filtrate was concentrated
  5. customthe residue was purified by silica gel chromatography
  6. customrecrystallized from ethyl acetate-n-hexane
  7. customto yield 0.08 g

Sources & evidence

ORD record
ord-07988fbc1aac4e39926d509ced10e5e5
Source dataset
uspto-grants-1978_07
Patent number
US04098893

Reaction notes

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