Benzoyl chloride → HCID 22768412, compound

HRID 1764526Notes

Reaction equation

HRID 1764526 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][CH:17]=[CH:16][CH:15]=3)[C:6]=2[CH:20]=1.[C:21](Cl)(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C(=O)(O)[O-].[Na+]>O1CCCC1>[C:21]([NH:13][NH:12][C:10]1[CH2:9][N:8]=[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:6]2[CH:20]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=2[N:11]=1)(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 516892Sodium BicarbonateHCID 123908747-Chloro-2-hydrazinyl-5-phenyl-3H-1,4-benzodiazepine

Product 1

HCID 22768412HCID 22768412, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1.4 parts of 7-chloro-2-hydrazino-5-phenyl-3H-1,4-benzodiazepine, prepared in Example 1, in 25 parts by volume of tetrahydrofuran is added 0.62 part by volume of benzoyl chloride, and the mixture is stirred at room temperature for 2 hours to complete the reaction. The reaction mixture is neutralized with a saturated aqueous solution of sodium bicarbonate. The resulting white precipitate is separated, washed with water and then with methanol, and dried, whereby 2-(2-benzoylhydrazino)-7-chloro-5-phenyl-3H-1,4-benzodiazepine is yielded as crystals. Recrystallization from a mixture of chloroform and methanol yields white needles melting at 207° C to 208° C (effervescence).

Workup

  1. customthe reaction
  2. customThe resulting white precipitate is separated
  3. washwashed with water
  4. dry with materialwith methanol, and dried

Sources & evidence

ORD record
ord-c06c7db227304bc590742438d1764b2a
Source dataset
uspto-grants-1978_09
Patent number
US04116956

Reaction notes

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