Hydrochloric Acid → HCID 21412103, compound

HRID 1284246Notes

Reaction equation

HRID 1284246 reaction equation
[CH3:1][N:2]([CH3:22])[S:3]([C:6]1[CH:7]=[CH:8][C:9]2[CH:15]=[CH:14][C:13]3[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=3[CH:11](O)[C:10]=2[CH:21]=1)(=[O:5])=[O:4].O1CCOCC1.[ClH:29]>CCOCC>[Cl:29][CH:11]1[C:10]2[CH:21]=[C:6]([S:3](=[O:5])(=[O:4])[N:2]([CH3:22])[CH3:1])[CH:7]=[CH:8][C:9]=2[CH:15]=[CH:14][C:13]2[CH:16]=[CH:17][CH:18]=[CH:19][C:12]1=2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 21412092HCID 21412092, compound

Product 1

HCID 21412103HCID 21412103, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 1.0 g. (0.00317 mole) of 3-dimethylsulfamoyl-5H-dibenzo[a,d]cyclohepten-5-ol in a mixture of 2 ml. of dry dioxane and 2 ml. of absolute ether is cooled in ice and saturated with dry hydrogen chloride. The mixture is allowed to stand at room temperature for 5 hours and then is refrigerated overnight. The white crystalline product is collected, washed with petroleum ether, and dried in a vacuum desiccator over calcium chloride. The yield of 5-chloro-3-dimethylsulfamoyl-5H-dibenzo[a,d]cycloheptene is 600 mg., m.p. 139.5°-143.5°C. Dilution of the mother liquor with petroleum ether gives a second crop which is recrystallized from a mixture of ether and petroleum ether affording 250 mg., m.p. 138.5°-142.5°C.

Workup

  1. waitis refrigerated overnight
  2. customThe white crystalline product is collected
  3. washwashed with petroleum ether
  4. dry with materialdried in a vacuum desiccator over calcium chloride
  5. customDilution of the mother liquor with petroleum ether gives a second crop which
  6. customis recrystallized from a mixture of ether and petroleum ether affording 250 mg

Sources & evidence

ORD record
ord-f4841b402e37446daa8656eb6b4c3304
Source dataset
uspto-grants-1976_08
Patent number
US03978121

Reaction notes

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