Butyl isocyanate → HCID 178449577, compound

HRID 2421271Notes

Reaction equation

HRID 2421271 reaction equation
[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][C:4]([C:7]2[N:8]=[C:9]([CH2:12][CH2:13][NH2:14])[NH:10][CH:11]=2)=[CH:3][CH:2]=1.[CH2:21]([N:25]=[C:26]=[O:27])[CH2:22][CH2:23][CH3:24]>ClCCCl>[CH2:21]([NH:25][C:26]([NH:14][CH2:13][CH2:12][C:9]1[NH:10][CH:11]=[C:7]([C:4]2[CH:5]=[CH:6][C:1]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)=[CH:2][CH:3]=2)[N:8]=1)=[O:27])[CH2:22][CH2:23][CH3:24]

Participants

4

Reactant 2

HCID 8110Butyl isocyanateHCID 178510886HCID 178510886, compound

Product 1

HCID 178449577HCID 178449577, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Conditions

Temperature
60 °C

Procedure

A mixture containing 2-(4-[1,1′-biphenyl]-4-yl-1H-imidazol-2-yl)ethylamine (obtained in Stage 32.2 of Example 32; 660 mg; 0.0025 mol) and n-butyl isocyanate (341 mg; 0.0025 mol) in 20 ml of 1,2-dichloroethane is stirred for fifteen minutes at 60° C. The suspension is stirred for sixteen hours at 23° C. and filtered. The solid obtained is washed with 1,2-dichloroethane and with ether. A white-coloured powder is obtained with a yield of 66%. Melting point: 178° C.

Workup

  1. stirringThe suspension is stirred for sixteen hours at 23° C.
  2. filtrationfiltered
  3. customThe solid obtained
  4. washis washed with 1,2-dichloroethane and with ether
  5. customA white-coloured powder is obtained with a yield of 66%

Sources & evidence

ORD record
ord-93b53ca5f1b94252a4f72770d817cd76
Source dataset
uspto-grants-2011_06
Patent number
US07956075B2

Reaction notes

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