Hydrochloric Acid → HCID 22390751, compound

HRID 1837138Notes

Reaction equation

HRID 1837138 reaction equation
Br[CH2:2][CH2:3][OH:4].Cl[S:6]([N:9]=[C:10]=[O:11])(=[O:8])=[O:7].[NH:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][CH2:13]1.Cl>ClCCl.C(N(CC)CC)C>[N:12]1([S:6]([N:9]2[CH2:2][CH2:3][O:4][C:10]2=[O:11])(=[O:8])=[O:7])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][CH2:13]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 10328IndolineHCID 108982-BromoethanolHCID 70918Chlorosulfonyl isocyanate

Product 1

HCID 22390751HCID 22390751, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent3×HCID 8471TriethylamineSolvent

Procedure

7.1 ml of 2-bromoethanol in 50 ml of dichloromethane are added to a solution of 8.72 ml of chlorosulphonyl isocyanate in 40 ml of dichloromethane. The resulting solution is then added, at 0° C., to a solution of 11.23 ml of indoline and 15.46 ml of triethylamine in 200 ml of dichloromethane. After stirring for 24 hours at ambient temperature, 10N hydrochloric acid is added. The organic phase is then washed with hydrochloric acid and then with water, and is dried, filtered and concentrated, allowing the expected product to be obtained.

Workup

  1. washThe organic phase is then washed with hydrochloric acid
  2. dry with materialwith water, and is dried
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto be obtained

Sources & evidence

ORD record
ord-93525e0a49b34727bbefe7640dd5644f
Source dataset
uspto-grants-2004_08
Patent number
US06780868B2

Reaction notes

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