Ammonia → HCID 13255888, compound

HRID 1706968Notes

Reaction equation

HRID 1706968 reaction equation
[NH3:1].C[O:3][C:4]([C:6]1[N:10]=[C:9]([CH2:11][Cl:12])[N:8]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[C:20](=[O:27])[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[N:7]=1)=O>CO>[C:20]([C:14]1[CH:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=1[N:8]1[C:9]([CH2:11][Cl:12])=[N:10][C:6]([C:4]([NH2:1])=[O:3])=[N:7]1)(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 12831725HCID 12831725, compound

Product 1

HCID 13255888HCID 13255888, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

30 ml of concentrated aqueous ammonia solution is added dropwise at 30° in the course of 5 minutes, with stirring, to the suspension of 6.0 g (0.015 mole) of 1-(2-benzoyl-4-chlorophenyl)-5-(chloromethyl)-1H-1,2,4-triazole-3-carboxylic acid methyl ester in 220 ml of methanol. There has formed after 4 hours a clear reaction solution, and a short time later a crystalline product commences to precipitate. Stirring is maintained for one hour at room temperature and for one hour at 0°-5°. The formed crystals are thereupon filtered off and recrystallised from 50 ml of methanol. The product is filtered off with suction and washed with methanol and hexane. After drying in vacuum, there is obtained 1-(2-benzoyl-4-chlorophenyl)-5-(chloromethyl)-1H-1,2,4-triazole-3-carboxamide, m.p. 128°-130°.

Workup

  1. customThere has formed after 4 hours a clear reaction solution
  2. customa short time later a crystalline product commences to precipitate
  3. filtrationThe formed crystals are thereupon filtered off
  4. customrecrystallised from 50 ml of methanol
  5. filtrationThe product is filtered off with suction
  6. washwashed with methanol and hexane
  7. customAfter drying in vacuum

Sources & evidence

ORD record
ord-ee2627c5d76f47c4bcbb0eca0e888343
Source dataset
uspto-grants-1980_06
Patent number
US04209515

Reaction notes

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