Methylamine → HCID 178466711, compound

HRID 444487Notes

Reaction equation

HRID 444487 reaction equation
[CH3:1][NH2:2].[C:3]([NH:5][C:6](=[N:9][CH2:10][CH2:11][S:12][CH2:13][C:14]1[C:19]([O:20][CH2:21][CH3:22])=[CH:18][CH:17]=[CH:16][N:15]=1)SC)#[N:4]>C(O)C>[C:3]([NH:5][C:6]([NH:2][CH3:1])=[N:9][CH2:10][CH2:11][S:12][CH2:13][C:14]1[C:19]([O:20][CH2:21][CH3:22])=[CH:18][CH:17]=[CH:16][N:15]=1)#[N:4]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 20474235N-cyano-N'-[2-((3-ethoxy-2-pyridyl)methylthio)ethyl]-S-methylisothiourea

Product 1

HCID 178466711HCID 178466711, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Methylamine in ethanol (33%, 10 cc) was added to a stirred suspension of N-cyano-N'-[2-((3-ethoxy-2-pyridyl)methylthio)ethyl]-S-methylisothiourea (1.0 g) in ethanol (5 cc) and the mixture was left to stand overnight. Nitrogen was bubbled through the solution for one hour and the solution was concentrated and crystals which deposited were filtered off and recrystallised from ethanol/ether to give the title product (0.7 g) m.p. 126.5°-127.5°.

Workup

  1. waitthe mixture was left
  2. customNitrogen was bubbled through the solution for one hour
  3. concentrationthe solution was concentrated
  4. filtrationcrystals which deposited were filtered off
  5. customrecrystallised from ethanol/ether

Sources & evidence

ORD record
ord-e79b9c22f8ee4491824edb79402ffa99
Source dataset
uspto-grants-1981_04
Patent number
US04264608

Reaction notes

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