Dichloromethane → HCID 12464888, compound

HRID 2398302Notes

Reaction equation

HRID 2398302 reaction equation
[C:1]1([CH3:10])[CH:6]=[CH:5][C:4]([N:7]=[C:8]=[O:9])=[CH:3][CH:2]=1.[NH2:11][N:12]1[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C:20]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[NH:22][CH:21]=2)[CH2:14][CH2:13]1.C(Cl)Cl>CCOCC>[NH:22]1[C:23]2[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:20]([CH2:19][CH2:18][N:15]2[CH2:16][CH2:17][N:12]([NH:11][C:8]([NH:7][C:4]3[CH:5]=[CH:6][C:1]([CH3:10])=[CH:2][CH:3]=3)=[O:9])[CH2:13][CH2:14]2)=[CH:21]1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 693254-Methylphenyl isocyanateHCID 12392200HCID 12392200, compound

Product 1

HCID 12464888HCID 12464888, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

4.0 g of p-tolylisocyanate are added dropwise to a stirred solution of 6.13 g of 3-[2-(4-aminopiperazin-1-yl)-ethyl]indole in 100 ml. of dry methylene chloride while maintaining the reaction temperature below 35° C. After three hours at ambient temperature, ether is added to promote precipitation. The precipitate is filtered, washed with ether, and dried. The resulting solid is recrystallized twice from a methanol and water mixture to give 1-[1-(indol-3-ylethyl)piperazin-4-yl]-3-p-tolylurea, m.p. 201°-203° C.

Workup

  1. customprecipitation
  2. filtrationThe precipitate is filtered
  3. washwashed with ether
  4. customdried
  5. customThe resulting solid is recrystallized twice from a methanol and water mixture

Sources & evidence

ORD record
ord-eabb42bbd8374a7b822f7a05010bb6ee
Source dataset
uspto-grants-1977_05
Patent number
US04024258

Reaction notes

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