Ammonia → HCID 178509081, compound

HRID 986512Notes

Reaction equation

HRID 986512 reaction equation
[Br:1][C:2]1[O:6][C:5]([C:7]2[N:19]=[C:18]3[N:9]([C:10](SC#N)=[N:11][C:12]4[CH:13]=[CH:14][C:15]([Cl:20])=[CH:16][C:17]=43)[N:8]=2)=[CH:4][CH:3]=1.[NH3:24]>O1CCCC1>[Br:1][C:2]1[O:6][C:5]([C:7]2[N:19]=[C:18]3[N:9]([C:10](=[NH:24])[NH:11][C:12]4[CH:13]=[CH:14][C:15]([Cl:20])=[CH:16][C:17]=43)[N:8]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 14086192HCID 14086192, compound

Product 1

HCID 178509081HCID 178509081, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4.9 g of 2-(5-bromo-2-furyl)-9-chloro-5-thiocyanato[1,2,4]triazolo[1,5-c]quinazoline in 80 cc of tetrahydrofuran is added gaseous ammonia under ice cooling over 1.3 hr. The precipitate which forms is collected washed with tetrahydrofuran, recrystallized from N,N-dimethyl acetamide and dried under high vacuum at 100° to afford pure 2-(5-bromo-2-furyl)-9-chloro-5-imino-5,6-dihydro[1,2,4]triazolo[1,5-c]quinazoline, mp 282°-283°.

Workup

  1. customThe precipitate which forms is collected
  2. washwashed with tetrahydrofuran
  3. customrecrystallized from N,N-dimethyl acetamide
  4. customdried under high vacuum at 100°

Sources & evidence

ORD record
ord-0fbea0cbac3f4e9aae519ba6f46c2e25
Source dataset
uspto-grants-1987_12
Patent number
US04713383

Reaction notes

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