Water → 4-Piperidino-6-quinazolinesulfonyl chloride

HRID 1980567Notes

Reaction equation

HRID 1980567 reaction equation
[N:1]1([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=[CH:9][N:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O.[Cl:18][S:19](O)(=[O:21])=[O:20]>P(Cl)(Cl)(Cl)(Cl)Cl>[N:1]1([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([S:19]([Cl:18])(=[O:21])=[O:20])[CH:15]=3)[N:10]=[CH:9][N:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 24638Chlorosulfonic acidHCID 4084324-N-Piperidinylquinazoline

Product 1

HCID 130442344-Piperidino-6-quinazolinesulfonyl chloride

Reagents, catalysts & solvents 1

HCID 24819Phosphorus pentachlorideSolvent

Conditions

Temperature
150 °C

Procedure

In a mixture of 18.1 ml of chlorosulfonic acid and 5.4 g of phosphorus pentachloride was gradually added 8.6 g of 4-piperidinoquinazoline, and the mixture was heated at 150° C. for 20 hours. The reaction solution was poured into 200 g of a mixture of ice and water and extracted with chloroform. The chloroform layer was washed with water, then with a saturated sodium bicarbonate solution, and dried with Glauber's salt. The chloroform layer thus obtained was condensed under reduced pressure to give 6.0 g of 4-piperidino-6-quinazolinesulfonyl chloride as an oily substance.

Workup

  1. extractionextracted with chloroform
  2. washThe chloroform layer was washed with water
  3. dry with materialwith a saturated sodium bicarbonate solution, and dried with Glauber's salt
  4. customThe chloroform layer thus obtained
  5. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-344f66eff9c34455965f038ffd866993
Source dataset
uspto-grants-1985_04
Patent number
US04510307

Reaction notes

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