7-chloro-2-[(1-carboxyethylidene)hydrazino]-5-phenyl-3H-1,4-benzodiazepine → 7-Chloro-2-[[1-(methoxycarbonyl)ethylidene]-hydrazino]-5-phenyl-3H-1,4-benzodiazepine

HRID 328383Notes

Reaction equation

HRID 328383 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:12][N:13]=[C:14]([C:16]([OH:18])=[O:17])[CH3:15])[CH2:9][N:8]=[C:7]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:6]=2[CH:25]=1.[CH3:26]NN=NC1C=CC(C)=CC=1>C(Cl)(Cl)Cl.CCOCC.CCCCC>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:12][N:13]=[C:14]([C:16]([O:18][CH3:26])=[O:17])[CH3:15])[CH2:9][N:8]=[C:7]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:6]=2[CH:25]=1

Participants

6

Reactant 2

HCID 540541807-chloro-2-[(1-carboxyethylidene)hydrazino]-5-phenyl-3H-1,4-benzodiazepineHCID 178486252HCID 178486252, compound

Product 1

HCID 537299667-Chloro-2-[[1-(methoxycarbonyl)ethylidene]-hydrazino]-5-phenyl-3H-1,4-benzodiazepine

Reagents, catalysts & solvents 3

HCID 3283Diethyl EtherSolventHCID 6212ChloroformSolventHCID 8003PentaneSolvent

Procedure

To a solution of 0.39 g. (0.001 mole) of 7-chloro-2-[(1-carboxyethylidene)hydrazino]-5-phenyl-3H-1,4-benzodiazepine is added 0.164 g. (0.0011 mole) of 3-methyl-1-p-tolyltriazene. After standing at room temperature (22°-25° C.) overnight, the solution is concentrated, then diluted with ether, filtered and evaporated to give a solid. This solid is redissolved in chloroform, diluted with ether and pentane to give .17 g. of 7-chloro-2-[[1-(merhoxycarbonyl)ethylidene]hydrazino]-5-phenyl-3H-1,4-benzodiazepine.

Workup

  1. customAfter standing at room temperature
  2. custom(22°-25° C.) overnight
  3. concentrationthe solution is concentrated
  4. additiondiluted with ether
  5. filtrationfiltered
  6. customevaporated
  7. customto give a solid
  8. customto give .17 g

Sources & evidence

ORD record
ord-ad87f8689b7e4c73b86ac5021a167049
Source dataset
uspto-grants-1977_04
Patent number
US04017492

Reaction notes

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