Aniline → HCID 20541269, compound

HRID 1065071Notes

Reaction equation

HRID 1065071 reaction equation
Cl[C:2]1[NH:3][C:4]2[CH:5]=[CH:6][CH:7]=[C:8]3[C:14]=2[CH:12]([N:13]=1)[CH2:11][CH2:10][CH2:9]3.[NH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O>[C:16]1([NH:15][C:2]2[NH:3][C:4]3[CH:5]=[CH:6][CH:7]=[C:8]4[C:14]=3[CH:12]([N:13]=2)[CH2:11][CH2:10][CH2:9]4)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 20541259HCID 20541259, compound

Product 1

HCID 20541269HCID 20541269, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10.3 g (0.05 mol) of 2-chloro-3a,4,5,6-tetrahydroperimidine are introduced into 15 ml of aniline, whilst stirring. After the strongly exothermic reaction has subsided (temperature rises to 90° C.), water is added to the mixture and the crystals which have precipitated are isolated by filtration and washed several times with dilute aqueous ammonia solution. 2-Phenylamino-3a,4,5,6-tetrahydro-perimidine is obtained. Yield: 9.5 g (72% of theory) of melting point 233°-235° C.

Workup

  1. customAfter the strongly exothermic reaction
  2. additionis added to the mixture
  3. customthe crystals which have precipitated
  4. customare isolated by filtration
  5. washwashed several times with dilute aqueous ammonia solution

Sources & evidence

ORD record
ord-31af712a1c234abfb750a9068a2de79b
Source dataset
uspto-grants-1982_05
Patent number
US04328223

Reaction notes

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