1,1-Dicyano-2-phenyl-2-(1-bromoethyl)ethylene → HCID 22111312, compound

HRID 565447Notes

Reaction equation

HRID 565447 reaction equation
[NH2:1][C:2]1[NH:3][C:4]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)=[C:5]([CH3:9])[C:6]=1[C:7]#[N:8].C(C(C#N)=C(C1C=CC=CC=1)C(Br)C)#N.[ClH:31].CO>CO>[ClH:31].[NH2:1][C:2]1[NH:3][C:4]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)=[C:5]([CH3:9])[C:6]=1[C:7]#[N:8]

Participants

5

Reactant 3

HCID 35853951,1-Dicyano-2-phenyl-2-(1-bromoethyl)ethyleneHCID 15871302HCID 15871302, compoundHCID 21893726Hydrochloride methanol

Product 1

HCID 22111312HCID 22111312, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Amino-3-cyano-4-methyl-5-(3-pyridyl)pyrrole (compound No. 8) obtained in the same manner as Example 1 (5.0 g) was dissolved in methanol (220 ml) under heating, followed by addition of 40% HCl-methanol (4 ml) under ice-cooling with stirring. The separated crystals were collected by filtration, washed with methanol (50 ml) twice and diethyl ether (50 ml) 3 times, and air-dried. The crude crystals thus obtained were recrystallized from methanol to provide the title compound as reddish brown crystals (3.4 g). m.p. 279-281° C.

Workup

  1. temperatureunder heating
  2. temperaturecooling
  3. filtrationThe separated crystals were collected by filtration
  4. washwashed with methanol (50 ml) twice
  5. dry with materialdiethyl ether (50 ml) 3 times, and air-dried
  6. customThe crude crystals thus obtained
  7. customwere recrystallized from methanol

Sources & evidence

ORD record
ord-30a44e0418d14df9b8a78e22d1d04fb3
Source dataset
uspto-grants-2001_01
Patent number
US06172102B2

Reaction notes

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