Acetic Acid → HCID 21485896, compound

HRID 1414891Notes

Reaction equation

HRID 1414891 reaction equation
Cl[C:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:18][CH3:19])[CH:8]=2)[N:3]=1.O.[NH2:21][NH2:22].C(O)(=O)C>C(O)C>[NH:21]([C:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:18][CH3:19])[CH:8]=2)[N:3]=1)[NH2:22]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 24654Hydrazine hydrate (1:1)HCID 214859182-Chloro-6-methoxy-4-phenylquinazoline

Product 1

HCID 21485896HCID 21485896, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 9.7 g of 2-chloro-4-phenyl-6-methoxyquinazoline in 300 ml of ethanol were added 15 ml of hydrazine hydrate and 8 ml of glacial acetic acid and the mixture was refluxed for 5 hours. After the precipitate was filtered off, the filtrate was concentrated in vacuo to give crystals. The crystals were collected by filtration, washed with ethanol, and dried to give 7.8 g of 2-hydrazino-4-phenyl-6-methoxyquinazoline, a part of which was recrystallized from ethanol to give yellow scales, m.p. 151° - 152° C.

Workup

  1. temperaturethe mixture was refluxed for 5 hours
  2. filtrationAfter the precipitate was filtered off
  3. concentrationthe filtrate was concentrated in vacuo
  4. customto give crystals
  5. filtrationThe crystals were collected by filtration
  6. washwashed with ethanol
  7. customdried

Sources & evidence

ORD record
ord-59bad7b51a1d48c5bf4d06c1f1f26702
Source dataset
uspto-grants-1977_01
Patent number
US04002755

Reaction notes

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