Hydrochloric Acid → Benzenesulfonyl azide

HRID 1731603

Reaction equation

HRID 1731603 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 [emulsifier] FD (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-b6e9a665bb6c475f87f37cf939288ef6
Source dataset
uspto-grants-1986_11
Patent number
US04622391

Linked notes

Loading…