Propionyl chloride → HCID 20392231, compound

HRID 1863175Notes

Reaction equation

HRID 1863175 reaction equation
[CH:1]1[S:2][CH:3]=[C:4]2[C:10]=1[C:9](=[O:11])[NH:8][C:7]1[CH:12]=[CH:13][CH:14]=[CH:15][C:6]=1[NH:5]2.[C:16](Cl)(=[O:19])[CH2:17][CH3:18]>C1C=CC=CC=1>[C:16]([N:5]1[C:6]2[CH:15]=[CH:14][CH:13]=[CH:12][C:7]=2[NH:8][C:9](=[O:11])[C:10]2=[CH:1][S:2][CH:3]=[C:4]12)(=[O:19])[CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 62324Propionyl chlorideHCID 125216414,9-dihydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

Product 1

HCID 20392231HCID 20392231, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A reaction mixture comprising 9.9 g. of 4,9-dihydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-one and 4.7 g. (4.4 ml.) of propionyl chloride in 100 ml. of benzene is refluxed for 3 hours and allowed to stand overnight. The precipitate is collected, washed with benzene and dried. A 3 g. portion of this solid is heated to boiling in 125 ml. of ethyl acetate, filtered and the filtrate is cooled. The solid is collected, washed with hexane and dried giving the desired product, mp. 222°-224° C.

Workup

  1. customThe precipitate is collected
  2. washwashed with benzene
  3. customdried
  4. temperatureportion of this solid is heated
  5. filtrationof ethyl acetate, filtered
  6. temperaturethe filtrate is cooled
  7. customThe solid is collected
  8. washwashed with hexane
  9. customdried

Sources & evidence

ORD record
ord-d55b27cb59764a81bebaf482f92a71d6
Source dataset
uspto-grants-1979_09
Patent number
US04168269

Reaction notes

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