Cyclohexyl isocyanate → HCID 14391133, compound

HRID 1381549Notes

Reaction equation

HRID 1381549 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][C:12]#[N:13].[CH:14]1([N:20]=[C:21]=[O:22])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>C(O)C>[C:12]([CH2:11][C:5]1[C:4]2[C:8](=[CH:9][CH:10]=[C:2]([NH:1][C:21]([NH:20][CH:14]3[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]3)=[O:22])[CH:3]=2)[NH:7][CH:6]=1)#[N:13]

Participants

4

Reactant 2

HCID 18502Cyclohexyl isocyanateHCID 12803100HCID 12803100, compound

Product 1

HCID 14391133HCID 14391133, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 7.0 g (0.041 mole) of 5-aminoindole-3-acetonitrile in 100 ml of abs ethanol, at 0° under nitrogen atmosphere, was added 5.23 ml (0.041 mole) of cyclohexylisocyanate dropwise. After stirring at 0° for one hour the product was filtered and recrystallized from ethanol to give 6.78 g (56% yield) of desired product: m.p. 233°-234°; i.r. (Nujol) 3300, 3275, 2245 and 1622 cm-1.

Workup

  1. filtrationwas filtered
  2. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-85883150cf844a62aee501447544dc98
Source dataset
uspto-grants-1989_02
Patent number
US04803218

Reaction notes

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