Hydrogen Bromide → 3,4-Dibromo-2,5-diisopropylbenzenesulfonamide

Reaction equation

Cl.Br.N[C:4]1[C:5]([CH:18]([CH3:20])[CH3:19])=[C:6]([S:14]([NH2:17])(=[O:16])=[O:15])[CH:7]=[C:8]([CH:11]([CH3:13])[CH3:12])[C:9]=1[Br:10].[Br:21]C1C(C(C)C)=CC(S(N)(=O)=O)=C(C(C)C)C=1C#N>>[Br:21][C:4]1[C:5]([CH:18]([CH3:20])[CH3:19])=[C:6]([S:14]([NH2:17])(=[O:16])=[O:15])[CH:7]=[C:8]([CH:11]([CH3:13])[CH3:12])[C:9]=1[Br:10]

Participants

Reactant 4

HCID 260Hydrogen Bromide

HCID 313Hydrochloric Acid

HCID 214919314-Bromo-3-cyano-2,5-diisopropylbenzenesulfonamide

HCID 214919323-Amino-4-bromo-2,5-diisopropylbenzenesulfonamide

Product 1

HCID 214921313,4-Dibromo-2,5-diisopropylbenzenesulfonamide

Procedure

If hydrochloric acid is substituted for hydrobromic acid and cuprous cyanide for cuprous bromide, the 3-amino-4-bromo-2,5-diisopropylbenzenesulfonamide may be converted to 4-bromo-3-cyano-2,5-diisopropylbenzenesulfonamide.

Sources & evidence

ORD record: ord-ec05efa914a7470bbce093bacb4b6938
Source dataset: uspto-grants-1976_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03997603

Reaction notes

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