Ammonia → HCID 14210344, compound

HRID 652717Notes

Reaction equation

HRID 652717 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].[CH3:6][NH:7][CH2:8][CH2:9][C:10]1[NH:11][C:12]2[C:17]([C:18]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[CH:16][CH:15]=[CH:14][CH:13]=2.C(N(CC)CC)C.N>C(Cl)(Cl)Cl>[Cl:1][CH2:2][C:3]([N:7]([CH3:6])[CH2:8][CH2:9][C:10]1[NH:11][C:12]2[C:17]([C:18]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:4]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 14210343HCID 14210343, compound

Product 1

HCID 14210344HCID 14210344, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A solution of 17.5 ml chloroacetyl chloride in 100 ml chloroform is added dropwise within 15 minutes to a solution of 50.1 g N-methyl-3-phenyl-1H-indol-2-ethanamine and 30.7 ml triethylamine in 500 ml chloroform. After 30 minutes the mixture is made alkaline with aqueous ammonia. The organic phase is separated, washed with water and dried. Evaporation of the solvent gives the heading compound, m.p. 135°-138° (from methylene chloride/ether).

Workup

  1. customThe organic phase is separated
  2. washwashed with water
  3. customdried
  4. customEvaporation of the solvent
  5. customgives the heading compound, m.p. 135°-138° (from methylene chloride/ether)

Sources & evidence

ORD record
ord-6b0dc2a0587944f18beea626d96153c0
Source dataset
uspto-grants-1987_06
Patent number
US04673674

Reaction notes

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