Dichloromethane → HCID 12464891, compound

HRID 2398304Notes

Reaction equation

HRID 2398304 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:10][N:11]1[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][C:19]2[C:27]3[C:22](=[CH:23][C:24]([O:30][CH3:31])=[C:25]([O:28][CH3:29])[CH:26]=3)[NH:21][C:20]=2[CH3:32])[CH2:13][CH2:12]1.C(Cl)Cl>CCOCC>[CH3:29][O:28][C:25]1[CH:26]=[C:27]2[C:22](=[CH:23][C:24]=1[O:30][CH3:31])[NH:21][C:20]([CH3:32])=[C:19]2[CH2:18][CH2:17][N:14]1[CH2:13][CH2:12][N:11]([NH:10][C:8]([NH:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:9])[CH2:16][CH2:15]1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 7672Phenyl isocyanateHCID 123922024-[2-(5,6-Dimethoxy-2-methyl-1H-indol-3-yl)ethyl]piperazin-1-amine

Product 1

HCID 12464891HCID 12464891, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

3.5 g of phenylisocyanate are added dropwise to a stirred solution of 7.78 g of 3-[2-(4-aminopiperazin-1-yl)ethyl]-5,6-dimethoxy-2-methylindole in 100 ml. of dry methylene chloride while maintaining the reaction temperature below 35° C. After 2 hours, 50 ml. of ether are added, the product is filtered and washed with ether. The product is recrystallized from ethyl acetate to give a white solid, m.p. 170°-173° C. of 1-[1-(5,6-dimethoxy-2-methylindol-3-ylethyl)piperazin-4-yl]-3-phenylurea.

Workup

  1. filtrationthe product is filtered
  2. washwashed with ether
  3. customThe product is recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-1721cc7c74f3429ab27450ee1967f1b6
Source dataset
uspto-grants-1977_05
Patent number
US04024258

Reaction notes

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