Hydrochloric Acid → Benzenesulfonyl azide

HRID 1248969

Reaction equation

HRID 1248969 reaction equation
[C:1]1([S:7]([NH:10][NH2:11])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[N:13]([O-])=O.[Na+]>O>[C:1]1([S:7]([N:10]=[N+:11]=[N-:13])(=[O:8])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 65723Benzenesulfonyl hydrazideHCID 23668193Sodium Nitrite

Product 1

HCID 555606Benzenesulfonyl azide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

26.3 g of benzenesulphonohydrazide, 100 ml of water, 21 ml of 10N hydrochloric acid and 1.3 g of Emulgator ED (a fatty alcohol/ethylene oxide addition product) are stirred for 30 minutes, 60 g of ice are added and a solution of 19.5 g of sodium nitrite in 50 ml of water is then added dropwise in the course of about 30 minutes. The batch is stirred for 30 minutes, excess nitrite is then destroyed with a small amount of sulphamic acid, and excess acid is neutralised with about 5 ml of 10N sodium hydroxide solution. An emulsion of benzenesulphonyl azide is obtained.

Workup

  1. stirringThe batch is stirred for 30 minutes
  2. customexcess nitrite is then destroyed with a small amount of sulphamic acid, and excess acid

Sources & evidence

ORD record
ord-8f01ea04d696485cbe1795f7e1370b1c
Source dataset
uspto-grants-1986_12
Patent number
US04628082

Linked notes

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