Cyclopropanecarbonyl chloride → HCID 20392240, compound

HRID 1863158Notes

Reaction equation

HRID 1863158 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.[CH:16]1([C:19](Cl)=[O:20])[CH2:18][CH2:17]1>C1C=CC=CC=1>[CH:16]1([C:19]([N:5]2[C:6]3[CH:15]=[CH:14][CH:13]=[CH:12][C:7]=3[NH:8][C:9](=[O:11])[C:10]3=[CH:1][S:2][CH:3]=[C:4]23)=[O:20])[CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 77637Cyclopropanecarbonyl chlorideHCID 125216414,9-dihydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

Product 1

HCID 20392240HCID 20392240, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a mixture of 10.0 g. of 4,9-dihydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-one in 100 ml. of benzene is added 11 g. of cyclopropanecarbonyl chloride. The mixture is refluxed for 3 hours and then filtered. The filtrate is washed four times with aqueous sodium bicarbonate, the organic layer is dried over magnesium sulfate and then is filtered. The filtrate is evaporated to give the desired product as pale pink crystals, mp. 245°-247° C.

Workup

  1. additionTo a mixture of 10.0 g
  2. temperatureThe mixture is refluxed for 3 hours
  3. filtrationfiltered
  4. washThe filtrate is washed four times with aqueous sodium bicarbonate
  5. dry with materialthe organic layer is dried over magnesium sulfate
  6. filtrationis filtered
  7. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-c868e2b981f7464eb574ad554a851a3b
Source dataset
uspto-grants-1979_09
Patent number
US04168269

Reaction notes

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