Hydrazine → HCID 67114175, compound

HRID 2284165Notes

Reaction equation

HRID 2284165 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[NH:13][C:12]3[CH:14]=[C:15]([NH:18][C:19]([C:21]4[CH:30]=[CH:29][C:24]([C:25](OC)=[O:26])=[CH:23][CH:22]=4)=[O:20])[CH:16]=[CH:17][C:11]=3[N:10]=2)=[CH:5][CH:4]=1.[NH2:31][NH2:32]>C(O)C>[NH:31]([C:25]([C:24]1[CH:23]=[CH:22][C:21]([C:19]([NH:18][C:15]2[CH:16]=[CH:17][C:11]3[N:10]=[C:9]([C:6]4[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=4)[NH:13][C:12]=3[CH:14]=2)=[O:20])=[CH:30][CH:29]=1)=[O:26])[NH2:32]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 44215117HCID 44215117, compound

Product 1

HCID 67114175HCID 67114175, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

In a 15-mL sealed tube, methyl 4-((2-(4-methoxyphenyl)-1H-benzo[d]imidazol-6-yl)carbamoyl)benzoate (28 mg, 0.07 mmole) was dissolved in 2 mL absolute ethanol and hydrazine (1 mL) was added. The reaction mixture was heated in an oil bath at 70° C. for overnight. In the morning the reaction mixture was evaporated to dryness to provide the title compound (28 mg, 99%, >95% pure by 1H-NMR). This compound was used for next step without any further purification.

Workup

  1. customIn a 15-mL sealed tube
  2. customIn the morning the reaction mixture was evaporated to dryness

Sources & evidence

ORD record
ord-deb5de8acb13420b9f6ce66a2200b13b
Source dataset
uspto-grants-2015_09
Patent number
US09144557B2

Reaction notes

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