Dimethylformamide → HCID 136335645, compound

HRID 2286562Notes

Reaction equation

HRID 2286562 reaction equation
Cl.[C:2](=[NH:5])([NH2:4])[CH3:3].[C:6]([O-:9])(=O)[CH3:7].[Na+].C[N:12](C)[CH:13]=[O:14]>O>[CH3:2][CH:6]([O-:9])[CH3:7].[CH3:3][C:2]1[NH:5][C:13](=[O:14])[NH:12][N:4]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 67170Acetamidine monohydrochlorideHCID 517045Sodium Acetate

Product 1

HCID 136335645HCID 136335645, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of 40 parts of ethanimidamide hydrochloride, 20 parts of cis-N-{4-[4-{4-[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-ylmethoxy]phenyl}-1-piperazinyl]phenyl}hydrazinecarboxamide, 40 parts of sodium acetate and 90 parts of N,N-dimethylformamide is stirred and heated for 4 hours at 130° C. The reaction mixture is cooled and 100 parts of water are added. The precipitated product is filtered off, washed with water and with 2-propanol, and crystallized from 1-butanol, yielding 9 parts (44%) of cis-4-{4-[4-[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-ylmethoxy]phenyl}-1-piperazinyl]phenyl}-2,4-dihydro-5-methyl-3H-1,2,4-triazol-3-one 2-propanolate (2:1); mp. 295.7° C.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationThe precipitated product is filtered off
  3. washwashed with water and with 2-propanol
  4. customcrystallized from 1-butanol

Sources & evidence

ORD record
ord-126683de58c94ea485ddb70372a8c642
Source dataset
uspto-grants-1981_05
Patent number
US04267179

Reaction notes

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