Water → HCID 20335735, compound

HRID 1706417Notes

Reaction equation

HRID 1706417 reaction equation
[O:1]=[C:2]1[N:6]2[C:7]3[CH:22]=[CH:21][C:20](Cl)=[N:19][C:8]=3[C:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[Cl:18])=[N:10][CH2:11][C:5]2=[N:4][NH:3]1.[NH:24]1[CH2:28][CH2:27][CH2:26][CH2:25]1.O>C(O)(=O)C>[O:1]=[C:2]1[N:6]2[C:7]3[CH:22]=[CH:21][C:20]([N:24]4[CH2:28][CH2:27][CH2:26][CH2:25]4)=[N:19][C:8]=3[C:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[Cl:18])=[N:10][CH2:11][C:5]2=[N:4][NH:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 31268PyrrolidineHCID 20335792HCID 20335792, compound

Product 1

HCID 20335735HCID 20335735, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

20 grams of 1-keto-6-(o-chlorophenyl)-8-chloro-1,2-dihydro-4H-s-triazolo-(4,3-a)-pyrido-(2,3-f)-(1,4)-diazepine were boiled with 60 ml. of pyrrolidine for 1 hour under reflux. Then the mixture was poured into 1 liter of water and acidified with glacial acetic acid whereupon the reaction product crystallized out. This was dissolved in alcohol, the alcoholic solution concentrated to about 70 ml. and ether added. The crystallized material was recrystallized from methanol. M.P. 228°-230° C.; Yield 8 grams.

Workup

  1. customcrystallized out
  2. dissolutionThis was dissolved in alcohol
  3. concentrationthe alcoholic solution concentrated to about 70 ml
  4. additionand ether added
  5. customThe crystallized material was recrystallized from methanol

Sources & evidence

ORD record
ord-e93bc1ca70d8483cbe5e85e43d73ec89
Source dataset
uspto-grants-1980_06
Patent number
US04207322

Reaction notes

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