n-Heptyl isocyanate → HCID 23370093, compound

HRID 1901041Notes

Reaction equation

HRID 1901041 reaction equation
[CH3:1][N:2]([CH3:19])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=[O:18])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[NH2:17])=[CH:5][CH:4]=1.[CH2:20]([N:27]=[C:28]=[O:29])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]>ClCCl>[CH3:1][N:2]([CH3:19])[C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10](=[O:18])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[NH:17][C:28]([NH:27][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[O:29])=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 138341n-Heptyl isocyanateHCID 16769101HCID 16769101, compound

Product 1

HCID 23370093HCID 23370093, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of N-(4-dimethylaminophenyl)-2-aminobenzamide (1.5 g) in dichloromethane (20 ml), heptyl isocyanate (2.4 g) was added under ice-cooling and the mixture was stirred overnight while returning slowly to room temperature. The solvent was distilled off and crystallization of the residue from chloroform/ethyl acetate afforded N-(4-dimethylaminophenyl)-2-(3-heptylureido)benzamide (1.6 g, 69%).

Workup

  1. temperaturecooling
  2. customwhile returning slowly to room temperature
  3. distillationThe solvent was distilled off
  4. customcrystallization of the residue from chloroform/ethyl acetate

Sources & evidence

ORD record
ord-d128e48edcfb4d899c55155796bb2565
Source dataset
uspto-grants-1996_11
Patent number
US05576335

Reaction notes

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