Sulfur Dioxide → HCID 15560951, compound

HRID 1703936Notes

Reaction equation

HRID 1703936 reaction equation
N[C:2]1[CH:3]=[C:4]([C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][C:7]=1[Br:8].N([O-])=O.[Na+].[S:16](=[O:18])=[O:17].O.O.[Cl-:21]>Cl.O>[Br:8][C:7]1[CH:6]=[CH:5][C:4]([C:9](=[O:11])[CH3:10])=[CH:3][C:2]=1[S:16]([Cl:21])(=[O:18])=[O:17]

Participants

7

Reactant 4

HCID 1119Sulfur DioxideHCID 6082941-(3-amino-4-bromophenyl)ethanoneHCID 21226388Chloride dihydrateHCID 23668193Sodium Nitrite

Product 1

HCID 15560951HCID 15560951, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

5.35 g of 3'-amino-4'-bromoacetophenone, melting point: 113° C., were diazotized in 50 ml of semi-concentrated hydrochloric acid with 1.75 g of sodium nitrite at 0°-5° C. and then decomposed according to Meerwein with 62 ml of sulfur-dioxide-saturated glacial acetic acid solution and 2 g of copper-II-chloride-dihydrate. chloride-dihydrate. After the addition of 62 ml of water, the 4'-bromo-3'-chlorosulfonylacetophenone was obtained which melted at 107° C. and could be introduced without further purification into about 50 ml of liquid ammonia. After evaporation of the ammonia and treatment with water, 4'-bromo-3'-sulfamoylacetophenone were obtained which melted at 161° C.

Sources & evidence

ORD record
ord-0c7f9db6e5424eaf9d07c329bc16c747
Source dataset
uspto-grants-1978_11
Patent number
US04125614

Reaction notes

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