Hydrochloric Acid → HCID 178489357, compound

HRID 2082749Notes

Reaction equation

HRID 2082749 reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].[Cl-].[Al+3].[Cl-].[Cl-].[O:9]=[C:10]1[NH:15][C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22][CH3:23])=[N:13][CH:12]=[C:11]1[C:24]#[N:25].Cl>O1CCCC1.O>[CH3:23][O:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[C:14]1[NH:15][C:10](=[O:9])[C:11]([C:24]2[NH:25][N:3]=[N:2][N:1]=2)=[CH:12][N:13]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 33557Sodium AzideHCID 6451240Aluminum(III) ChlorideHCID 12793254HCID 12793254, compound

Product 1

HCID 178489357HCID 178489357, compoundYield 36.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Sodium azide (283 mg., 4.35 mmole) was added to a solution of aluminum chloride (193 mg., 1.45 mmole) in tetrahydrofuran (8 ml.). The mixture was stirred under reflux for 0.5 hours. 1,6-Dihydro-6-oxo-2-(2-methoxyphenyl)pyrimidine-5-carbonitrile (300 mg., 1.32 mmole) was then added and the mixture stirred under reflux for 24 hours. The cooled mixture was diluted with water (15 ml.) and acidified with 6N hydrochloric acid. The mixture was filtered. The collected solid was recrystallized from glacial acetic acid to give the title compound (130 mg., 36.4% yield), m.p. 282°- 283° with decomposition. Anal. Calcd. for C12H10N6O2 : C, 53.33; H, 3.73; N, 31.10. Found: C, 53.20; H, 3.74; N, 31.50.

Workup

  1. temperatureunder reflux for 0.5 hours
  2. stirringthe mixture stirred
  3. temperatureunder reflux for 24 hours
  4. filtrationThe mixture was filtered
  5. customThe collected solid was recrystallized from glacial acetic acid

Sources & evidence

ORD record
ord-b829ceff25c34bc894488ecb72066e90
Source dataset
uspto-grants-1978_04
Patent number
US04082751

Reaction notes

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