Hexanoyl chloride → HCID 20392238, compound

HRID 1863178Notes

Reaction equation

HRID 1863178 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:22])[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]>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:22])[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 67340Hexanoyl chlorideHCID 125216414,9-dihydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

Product 1

HCID 20392238HCID 20392238, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A 9 g. portion of 4,9-dihydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-one and 6.3 g. (6.6 ml.) of hexanoyl chloride in 100 ml. of benzene is refluxed for 3 hours. The benzene is distilled off. The residue is triturated in ether, washed with ether and dried. This solid is heated to boiling in 250 ml. of benzene, filtered and the filtrate is diluted with 250 ml. of hexane. This mixture is filtered and then cooled. The solid is collected, washed with hexane and dried giving the desired product, mp. 127°-129° C.

Workup

  1. distillationThe benzene is distilled off
  2. customThe residue is triturated in ether
  3. washwashed with ether
  4. customdried
  5. temperatureThis solid is heated
  6. filtrationof benzene, filtered
  7. additionthe filtrate is diluted with 250 ml
  8. filtrationThis mixture is filtered
  9. temperaturecooled
  10. customThe solid is collected
  11. washwashed with hexane
  12. customdried

Sources & evidence

ORD record
ord-15b59520a56b4bd1a8074d67ef7f2a72
Source dataset
uspto-grants-1979_09
Patent number
US04168269

Reaction notes

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