p-Bromobenzenesulfonyl chloride → HCID 67693649, compound

HRID 1417316Notes

Reaction equation

HRID 1417316 reaction equation
Cl.[N:2]1([C:7]2[CH:18]=[CH:17][C:10]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][NH2:16])=[CH:9][CH:8]=2)[CH:6]=[N:5][N:4]=[N:3]1.[OH-].[Na+].[Br:21][C:22]1[CH:27]=[CH:26][C:25]([S:28](Cl)(=[O:30])=[O:29])=[CH:24][CH:23]=1>O.C(OCC)C>[Br:21][C:22]1[CH:27]=[CH:26][C:25]([S:28]([NH:16][CH2:15][CH2:14][CH2:13][CH2:12][O:11][C:10]2[CH:9]=[CH:8][C:7]([N:2]3[CH:6]=[N:5][N:4]=[N:3]3)=[CH:18][CH:17]=2)(=[O:30])=[O:29])=[CH:24][CH:23]=1

Participants

6

Reactant 3

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 14798Sodium HydroxideHCID 67599690HCID 67599690, compound

Product 1

HCID 67693649HCID 67693649, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 2.7 g of 4-[4-(1H-tetrazol-1-yl)phenoxy]butaneamine hydrochloride (Example 39) in 100 ml of water is treated successively with 3.5 ml of 10N NaOH and a solution of 2.7 g of 4-bromobenzenesulfonyl chloride in 100 ml of diethyl ether. The mixture is stirred at room temperature for 1.5 hours, the precipitate collected, washed with diethyl ether and water, and air dried. Recrystallization from ethanol gives the pure compound, m.p. 109°-110° C.; yield, 1.6 g.

Workup

  1. customthe precipitate collected
  2. washwashed with diethyl ether and water, and air
  3. customdried
  4. customRecrystallization from ethanol
  5. customgives the pure compound, m.p. 109°-110° C.
  6. customyield

Sources & evidence

ORD record
ord-3af5cb7fd7cd4f92b80b77800d5fa55d
Source dataset
uspto-grants-1999_03
Patent number
US05877196

Reaction notes

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