Hydrochloric Acid → HCID 19875831, compound

HRID 1886346Notes

Reaction equation

HRID 1886346 reaction equation
[CH3:1][CH:2]([CH3:22])[CH:3]([C:9]1[CH:14]=[CH:13][C:12]([NH:15]C(=O)C)=[C:11]([N+:19]([O-:21])=[O:20])[CH:10]=1)[N:4]1[CH:8]=[N:7][CH:6]=[N:5]1.Cl.C(=O)([O-])[O-].[K+].[K+]>O>[CH3:1][CH:2]([CH3:22])[CH:3]([C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[C:11]([N+:19]([O-:21])=[O:20])[CH:10]=1)[N:4]1[CH:8]=[N:7][CH:6]=[N:5]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 19875892HCID 19875892, compound

Product 1

HCID 19875831HCID 19875831, compoundYield 97.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 20 parts of intermediate 17, namely N-[4-[2-methyl-1-(1H-1,2,4-triazol-1-yl)propyl]-2-nitrophenyl]acetamide and 200 parts of a hydrochloric acid solution 2N was stirred for 12 hours at room temperature. The reaction mixture was poured into 500 parts of water and the whole was neutralized with a concentrated potassium carbonate solution. The product was extracted with dichloromethane (3×130 parts). The combined extracts were dried, filtered and evaporated to dry. The residue was crystallized from 2,2'-oxybispropane, yielding 18.5 parts (97.7%) of 4-[2-methyl-1-(1H-1,2,4-triazol-1-yl)propyl]-2-nitrobenzenamine; mp. 206° C. (interm. 18). In a similar manner there were also prepared:

Workup

  1. extractionThe product was extracted with dichloromethane (3×130 parts)
  2. customThe combined extracts were dried
  3. filtrationfiltered
  4. customevaporated
  5. customto dry
  6. customThe residue was crystallized from 2,2'-oxybispropane

Sources & evidence

ORD record
ord-70af0a98f7084ba58f99e85e1615ecb6
Source dataset
uspto-grants-1992_09
Patent number
US05151421

Reaction notes

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