Diethyl Ether → HCID 54384993, compound

HRID 1389425Notes

Reaction equation

HRID 1389425 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([C:12]([N+:15]([O-:17])=[O:16])=[N:13][OH:14])[CH2:9][N:8]=[C:7]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[F:24])[C:6]=2[CH:25]=1.[CH3:26]COCC>O1CCCC1.[N+](=C)=[N-]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([C:12]([N+:15]([O-:17])=[O:16])=[N:13][O:14][CH3:26])[CH2:9][N:8]=[C:7]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[F:24])[C:6]=2[CH:25]=1

Participants

5

Reactant 2

HCID 3283Diethyl EtherHCID 136335629HCID 136335629, compound

Product 1

HCID 54384993HCID 54384993, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 9550DiazomethaneSolvent2×

Procedure

A solution of diazomethane in ether was added to a suspension of 6 g (0.0163 mole) of 7-chloro-5-(2-fluorophenyl)-N-hydroxy-α-nitro-3H-1,4-benzodiazepine-2-methanimine in 100 ml of tetrahydrofuran. After sitting at room temperature for 1 hr in excess diazomethane was destroyed by addition of glacial acetic acid. The solvent was evaporated under reduced pressure and the residue was passed over 100 g of silica gel using methylene chloride. Crystallization from ether/hexane gave light yellow crystals with mp 130°-133° C.

Workup

  1. customwas destroyed by addition of glacial acetic acid
  2. customThe solvent was evaporated under reduced pressure
  3. customCrystallization from ether/hexane
  4. customgave light yellow crystals with mp 130°-133° C.

Sources & evidence

ORD record
ord-07494917f190464aac4ca6a0e62e3bd1
Source dataset
uspto-grants-1981_01
Patent number
US04244868

Reaction notes

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