Cyclopropylamine → HCID 178511860, compound

HRID 1763553Notes

Reaction equation

HRID 1763553 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([NH:12][C:13](=[NH:16])SC)[CH2:7][CH2:6]2.[CH:17]1([NH2:20])[CH2:19][CH2:18]1>CO>[Cl:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([NH:12][C:13]([NH:20][CH:17]1[CH2:19][CH2:18]1)=[NH:16])[CH2:7][CH2:6]2

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 178504055HCID 178504055, compound

Product 1

HCID 178511860HCID 178511860, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

12 g of 1-(5-chloroindolin-1-yl)-2-methylisothiourea hydrochloride in 60 ml of methanol were heated for 5 hours at 100° with 15 ml of cyclopropylamine. The reaction mixture was concentrated to dryness. The residue was partitioned between ethyl acetate and dilute aqueous sodium hydroxide. The ethyl acetate phase was concentrated, and dried over magnesium sulphate to give the title compound. M.Pt. 146° - 149° (on recrystallization from ethyl acetate).

Workup

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customThe residue was partitioned between ethyl acetate and dilute aqueous sodium hydroxide
  3. concentrationThe ethyl acetate phase was concentrated
  4. dry with materialdried over magnesium sulphate

Sources & evidence

ORD record
ord-015b88e5c7bb41ceac5bec0d449c36ba
Source dataset
uspto-grants-1978_09
Patent number
US04112111

Reaction notes

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