Diphenyl N-Cyanocarbonimidate → HCID 91270165, compound

HRID 1816943Notes

Reaction equation

HRID 1816943 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]([NH2:11])[CH3:10])=[CH:5][CH:4]=1.[CH:12]1[CH:17]=[CH:16][C:15]([O:18][C:19](OC2C=CC=CC=2)=[N:20][C:21]#[N:22])=[CH:14][CH:13]=1>C(O)(C)C>[C:21]([NH:20][C:19](=[N:11][C@H:9]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[CH3:10])[O:18][C:15]1[CH:16]=[CH:17][CH:12]=[CH:13][CH:14]=1)#[N:22]

Participants

4

Reactant 2

HCID 688090Diphenyl N-CyanocarbonimidateHCID 793467(S)-1-(4-Methoxyphenyl)ethylamine

Product 1

HCID 91270165HCID 91270165, compoundYield 54.1%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

(S)-(−)-1-(4-methoxyphenyl)ethylamine (321 mg) was dissolved in isopropanol (6 ml). Thereafter, diphenyl N-cyanocarbonimidate (508 mg) was added to the solution, and the obtained mixture was stirred at a room temperature for 2 hours. The precipitated crystals were collected by filtration, and the collected crystals were then washed with isopropyl ether to obtain (S)-1-cyano-3-[1-(4-methoxyphenyl)ethyl]-2-phenyl isourea (339 mg).

Workup

  1. filtrationThe precipitated crystals were collected by filtration
  2. washthe collected crystals were then washed with isopropyl ether

Sources & evidence

ORD record
ord-f94ab1d3faf44352ae3923a13906da2e
Source dataset
uspto-grants-2009_10
Patent number
US07598244B2

Reaction notes

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