Acetonitrile → HCID 13106290, compound

HRID 704346Notes

Reaction equation

HRID 704346 reaction equation
[ClH:1].[CH2:2]([O:4][C:5]1[CH:29]=[CH:28][CH:27]=[CH:26][C:6]=1[O:7][CH2:8][CH2:9][NH:10][CH2:11][CH:12]([C:14]1[CH:15]=[CH:16][C:17]([O:24][CH3:25])=[C:18]([S:20]([NH2:23])(=[O:22])=[O:21])[CH:19]=1)O)[CH3:3].S(Cl)([Cl:32])=O.[C:34](#N)C>>[ClH:32].[Cl:1][CH:12]([C:14]1[CH:15]=[CH:16][C:17]([O:24][CH3:25])=[C:18]([S:20]([NH2:23])(=[O:22])=[O:21])[CH:19]=1)[CH:11]([NH:10][CH2:9][CH2:8][O:7][C:6]1[CH:26]=[CH:27][CH:28]=[CH:29][C:5]=1[O:4][CH2:2][CH3:3])[CH3:34]

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 24386Thionyl ChlorideHCID 20074261HCID 20074261, compound

Product 1

HCID 13106290HCID 13106290, compound

Procedure

In 1,000 ml of acetonitrile was suspended 17 g of 5-{2-[2-(2-ethoxyphenoxy)ethylamino]-1-hydroxyethyl}-2-methoxybenzenesulfonamide hydrochloride and while stirring the suspension, 9 g of thionyl chloride was added dropwise to the suspension at room temperature, whereby the product was dissolved and then began to be crystallize gradually. After stirring the mixture for two days, the crystals formed were recovered by filtration, washed with chloroform and dried to provide 15 g of 5-{1-chloro-2-[2-(2-ethoxyphenoxy)ethylamino]-2-methylethyl}-2-methoxybenzenesulfonamide hydrochloride.

Workup

  1. additionwas added dropwise to the suspension at room temperature
  2. dissolutionwhereby the product was dissolved
  3. customto be crystallize gradually
  4. customthe crystals formed
  5. filtrationwere recovered by filtration
  6. washwashed with chloroform
  7. customdried

Sources & evidence

ORD record
ord-64bbde3a569345978abc32ca136a0ffc
Source dataset
uspto-grants-1991_01
Patent number
US04987152

Reaction notes

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