2-Nitrophenyl isocyanate → HCID 178437176, compound

HRID 887935Notes

Reaction equation

HRID 887935 reaction equation
[N:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N+:10]([O-:12])=[O:11])=[C:2]=[O:3].[CH2:13]([C:15]1[N:16]=[C:17]([CH:20]2[CH2:28][C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[NH:21]2)[NH:18][CH:19]=1)[CH3:14]>C1COCC1>[CH2:13]([C:15]1[N:16]=[C:17]([CH:20]2[CH2:28][C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[N:21]2[C:2]([NH:1][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N+:10]([O-:12])=[O:11])=[O:3])[NH:18][CH:19]=1)[CH3:14]

Participants

4

Reactant 2

HCID 768342-Nitrophenyl isocyanateHCID 178437177HCID 178437177, compound

Product 1

HCID 178437176HCID 178437176, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-Isocyanato-2-nitro-benzene (0.002 mol) was added to a solution of intermediate (15) (0.016 mol) in THF (10 ml). The mixture was stirred at room temperature under argon for 5 hours. The mixture was diluted with hexanes, filtered, and allowed to dry, yielding 0.34 g of 2-(4-ethyl-1H-imidazol-2-yl)-2,3-dihydro-N-(2-nitrophenyl)-1H-indole-1-carboxamide (compound 77, mp. 208-209° C.).

Workup

  1. filtrationfiltered
  2. customto dry

Sources & evidence

ORD record
ord-da78d6c217a1458fab3a072e9a33aa1b
Source dataset
uspto-grants-2012_08
Patent number
US08247432B2

Reaction notes

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