m-Chloroperbenzoic acid → HCID 178527109, compound

HRID 372491Notes

Reaction equation

HRID 372491 reaction equation
[Cl:1][C:2]1[CH:15]=[C:14]2[C:5]([S:6][C:7]3[CH:8]=[C:9]([C:16]4[NH:20][N:19]=[N:18][N:17]=4)[CH:10]=[CH:11][C:12]=3[CH2:13]2)=[CH:4][CH:3]=1.ClC1C=C(C=CC=1)C(OO)=[O:26]>CC(C)=O.O>[Cl:1][C:2]1[CH:15]=[C:14]2[C:5]([S:6](=[O:26])[C:7]3[CH:8]=[C:9]([C:16]4[NH:20][N:19]=[N:18][N:17]=4)[CH:10]=[CH:11][C:12]=3[CH2:13]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 178477841HCID 178477841, compound

Product 1

HCID 178527109HCID 178527109, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent2×

Conditions

Temperature
25 °C

Procedure

7-Chloro-3(5-tetrazolyl)thioxanthene (100g.) was suspended in a mixture of acetone (40 ml.) and water (10 ml.) and 85% m-chloroperoxybenzoic acid (0.61g.) was added in portions. After 1.5 hr. stirring at 25° C. the mixture was diluted with water and allowed to stand overnight. The solid product was filtered off and dried, then boiled under refulx with ether (50 ml.), filtered, washed with ether, and dried, yielding 7-chloro-3(5-tetrazolyl)thioxanthene-10-oxide which had no defined melting point.

Workup

  1. additionwas added in portions
  2. waitto stand overnight
  3. filtrationThe solid product was filtered off
  4. customdried
  5. filtrationfiltered
  6. washwashed with ether
  7. customdried

Sources & evidence

ORD record
ord-368f78c1d3274d44998aae3a92d7c1d7
Source dataset
uspto-grants-1978_05
Patent number
US04091108

Reaction notes

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