Ammonia → Perimidine

HRID 581633Notes

Reaction equation

HRID 581633 reaction equation
[CH:1](O)=O.[NH2:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2[NH2:15])[CH:8]=[CH:7][CH:6]=1.N>O>[NH:4]1[C:5]2=[C:14]3[C:9](=[CH:8][CH:7]=[CH:6]2)[CH:10]=[CH:11][CH:12]=[C:13]3[N:15]=[CH:1]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 284Formic AcidHCID 680671,8-Diaminonaphthalene

Product 1

HCID 120189Perimidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

95.0 g of formic acid are added to 15.8 g of 1,8-diaminonaphthalene and the mixture is stirred at reflux temperature (100° C.) for 1 hour. Then 200 ml of water are added, and the mixture is cooled to 15-20° C. and adjusted to a pH of 8.5 by addition of 25% strength by weight ammonia. It is cooled to 10° C. and subsequently stirred at 10° C. for 1 hour. The product which is precipitated is isolated by filtration, washed with water and dried in vacuo at 800 C.

Workup

  1. temperaturethe mixture is cooled to 15-20° C.
  2. temperatureIt is cooled to 10° C.
  3. stirringsubsequently stirred at 10° C. for 1 hour
  4. customThe product which is precipitated
  5. customis isolated by filtration
  6. washwashed with water
  7. customdried in vacuo at 800 C

Sources & evidence

ORD record
ord-9af8614c6287478f9423faeb1aec397e
Source dataset
uspto-grants-1999_07
Patent number
US05922086

Reaction notes

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