Dichloromethane → HCID 54052745, compound

HRID 1605005Notes

Reaction equation

HRID 1605005 reaction equation
[C:1]1([CH3:10])[CH:6]=[CH:5][CH:4]=[C:3]([N:7]=[C:8]=[O:9])[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:3]3[CH:2]=[C:1]([CH3:10])[CH:6]=[CH:5][CH:4]=3)=[O:9])[CH2:13][CH2:14]2)=[CH:21]1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 69303m-Tolyl isocyanateHCID 12392200HCID 12392200, compound

Product 1

HCID 54052745HCID 54052745, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

3.34 G of m-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 methyene chloride while maintaining the reaction temperature below 35° C. After 2 hours a fine precipitate appears, 50 ml. of ether are added and stirring is continued for 3 additional hours. More ether is added and the product is filtered and washed with ether. The solid product is recrystallized from an ethanol and water mixture to give white flakes, m.p. 186°-188°C. of 1-[1-(indol-3-ylethyl)piperazin-4-yl]-3-m-tolylurea.

Workup

  1. filtrationthe product is filtered
  2. washwashed with ether
  3. customThe solid product is recrystallized from an ethanol and water mixture

Sources & evidence

ORD record
ord-1558bf8945f2439c987aa27baf16202d
Source dataset
uspto-grants-1976_04
Patent number
US03948918

Reaction notes

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