Sulfuric Acid → HCID 20317274, compound

HRID 1764529Notes

Reaction equation

HRID 1764529 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:12][NH2:13])[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[C:6]=2[CH:22]=1.[CH:23]([O-])([O-])OCC.S(=O)(=O)(O)O.C(=O)(O)[O-].[Na+]>O.C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[CH:23]=[N:13][N:12]=[C:10]3[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[C:6]=2[CH:22]=1

Participants

7

Reactant 4

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 22768408HCID 22768408, compoundHCID 53630039Ethylorthoformate

Product 1

HCID 20317274HCID 20317274, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a suspension of 1.6 parts of 7-chloro-2-hydrazino-5-(p-methoxyphenyl)-3H-1,4-benzodiazepine prepared in Example 2 in 50 parts by volume of ethanol is added 3.0 parts of ethyl orthoformate, and then 0.5 part by volume of concentrated sulfuric acid is added dropwise with stirring. The whole mixture is stirred for a while and then neutralized with an aqueous slution of sodium bicarbonate, followed by evaporaton of the solvent. Water is added to the residue, whereby 8-chloro-6-(p-methoxyphenyl)-4H-s-triazolo (4,3-a) (1,4) benzodiazepine is yielded as crystals. Recrystallization from acetone and and then from ethyl acetate yields pale yellow flakes melting at 216° C to 217° C.

Workup

  1. stirringThe whole mixture is stirred for a while

Sources & evidence

ORD record
ord-295782e6b1dc4991981a7470a3bc28f7
Source dataset
uspto-grants-1978_09
Patent number
US04116956

Reaction notes

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