Hydrochloric Acid → HCID 10319531, compound

HRID 2082536Notes

Reaction equation

HRID 2082536 reaction equation
[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([Cl:12])=[CH:8][C:9]=2[Cl:11])[NH:4][C:3]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14].[C:18]1([S:24](Cl)(=[O:26])=[O:25])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.Cl>N1C=CC=CC=1>[C:18]1([S:24]([NH:1][C:2]2[C:10]3[C:5](=[CH:6][C:7]([Cl:12])=[CH:8][C:9]=3[Cl:11])[NH:4][C:3]=2[C:13]([O:15][CH2:16][CH3:17])=[O:14])(=[O:26])=[O:25])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7369Benzenesulfonyl chlorideHCID 15043966HCID 15043966, compound

Product 1

HCID 10319531HCID 10319531, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Mix 3-amino-2-carbethoxy-4,6-dichloroindole (3.31 g, and anhydrous pyridine (50 mL). Add, by dropwise addition, phenylsulfonyl chloride (2.35 g, 13.33 mmol). Stir for 48 hours at room temperature. Pour into 1N hydrochloric acid (500 mL), extract with ethyl acetate and dry (MgSO4). Evaporate the solvent in vacuo and recrystallize (ethyl acetate/hexane) to give the title compound (3.15 g, 63%); mp 245°-7° C.

Workup

  1. extractionextract with ethyl acetate
  2. dry with materialdry (MgSO4)
  3. customEvaporate the solvent in vacuo
  4. customrecrystallize (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-3581da4bf1a64f868c2f0c8a6d354408
Source dataset
uspto-grants-1993_02
Patent number
US05189054

Reaction notes

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