Hydrazine → HCID 178486434, compound

HRID 2112545Notes

Reaction equation

HRID 2112545 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([C:21]#[N:22])[C:17]([O:19][CH3:20])=[CH:18][C:13]=2[NH:12][C:11](=S)[CH2:10][N:9]=1.C(OC(OCC)[N:28]([CH3:30])C)C.[NH2:34]N>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([C:21]#[N:22])[C:17]([O:19][CH3:20])=[CH:18][C:13]=2[N:12]=[C:11]2[NH:34][NH:28][CH:30]=[C:10]2[N:9]=1

Participants

4

Reactant 3

HCID 9321HydrazineHCID 70913Dimethylformamide diethylacetalHCID 57642334HCID 57642334, compound

Product 1

HCID 178486434HCID 178486434, compound

Procedure

5-(2-chlorophenyl)-1,2-dihydro-7-cyano-8-methoxy-pyrazolo[3,4-b][1,4]benzodiazepine (XXIIb) was prepared by reacting 0.00096 moles of 5-(2-chlorophenyl)-7-cyano-1,3-dihydro-8-methoxy-2H-1,4-benzodiazepin-2-thione (IIb) with 1,1-diethoxy-N,N-dimethyl-methanamine and then hydrazine in a manner analogous to the example above. Recrystallization from ethyl acetate provided 5-(2-chlorophenyl)-1,2-dihydro-7-cyano-8-methoxy-pyrazolo[3,4-b][1,4]benzodiazepine (XXIIb) as a light red solid, mp 288-290° C.

Workup

  1. custom5-(2-chlorophenyl)-1,2-dihydro-7-cyano-8-methoxy-pyrazolo[3,4-b][1,4]benzodiazepine (XXIIb) was prepared
  2. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-f1ee5258e83244799bc30c528cebf3c1
Source dataset
uspto-grants-2009_04
Patent number
US07524840B2

Reaction notes

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