Hydrochloric Acid → HCID 178473971, compound

HRID 858297Notes

Reaction equation

HRID 858297 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][C:5]1=[O:13])(=[O:3])[CH3:2].[O:14]1[CH:18]=[CH:17][CH:16]=[C:15]1[C:19](Cl)=[O:20].Cl>CN(C1C=CN=CC=1)C.CN(C=O)C>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[C:19]([OH:20])[C:15]2[O:14][CH:18]=[CH:17][CH:16]=2)[C:5]1=[O:13])(=[O:3])[CH3:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 682422-Furancarbonyl chlorideHCID 3237191-Acetylindolin-2-one

Product 1

HCID 178473971HCID 178473971, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6228DimethylformamideSolvent

Procedure

An ice-cooled solution of 7.0 g 1-acetyl-2-indolinone and 10.8 g DMAP in 60 ml DMF is combined with 4.4 ml of furan-2-carboxylic acid chloride. The mixture is stirred for 1 hour at ambient temperature, then poured onto 40 ml of conc. hydrochloric acid and 500 ml ice water. The precipitate is suction filtered, washed successively with ethanol and diethyl ether and dried.

Workup

  1. filtrationfiltered
  2. washwashed successively with ethanol and diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-6a96b209c8f6498381fc30eceff997cb
Source dataset
uspto-grants-2006_12
Patent number
US07148249B2

Reaction notes

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