Benzyl isocyanate → HCID 18763041, compound

HRID 431077Notes

Reaction equation

HRID 431077 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]2[N:15]([CH3:16])[C:14]3[CH:17]=[CH:18][C:19]([NH:21][CH2:22][C:23]4[C:32]5[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=5)[CH:26]=[CH:25][CH:24]=4)=[CH:20][C:13]=3[N:12]=2)=[CH:5][CH:4]=1)#[N:2].[CH2:33]([N:40]=[C:41]=[O:42])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>ClCCl>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][C:11]2[N:15]([CH3:16])[C:14]3[CH:17]=[CH:18][C:19]([N:21]([CH2:22][C:23]4[C:32]5[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=5)[CH:26]=[CH:25][CH:24]=4)[C:41]([NH:40][CH2:33][C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)=[O:42])=[CH:20][C:13]=3[N:12]=2)=[CH:7][CH:8]=1)#[N:2]

Participants

4

Reactant 2

HCID 76639Benzyl isocyanateHCID 18762991HCID 18762991, compound

Product 1

HCID 18763041HCID 18763041, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
50 °C

Procedure

1.37 g (3.3 mmol) of 2-[2-(4-cyanophenyl)-ethyl]-1-methyl-5-naphth-1-ylmethylamino-benzimidazole obtained from Example 1, step d was dissolved in 20 mL of dichloromethane at ambient temperature [and] 0.40 g (3.0 mmol) of benzyl isocyanate are added dropwise to the solution. The mixture was then stirred for 6 h at 50° C. and left to stand overnight. The solution was evaporated down in vacuo using the rotary evaporator and purified by column chromatography on silica gel.

Workup

  1. additionare added dropwise to the solution
  2. waitleft
  3. waitto stand overnight
  4. customThe solution was evaporated down in vacuo
  5. customthe rotary evaporator
  6. custompurified by column chromatography on silica gel

Sources & evidence

ORD record
ord-0f781dd952254c329d265f5367abbd87
Source dataset
uspto-grants-2003_12
Patent number
US06656956B2

Reaction notes

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