Potassium cyanate → HCID 21092825, compound

HRID 1348953Notes

Reaction equation

HRID 1348953 reaction equation
[NH2:1][CH2:2][C:3](=O)[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N+:11]([O-:13])=[O:12].[O-:15][C:16]#[N:17].[K+]>O>[N+:11]([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[CH2:4][C:3]1[NH:17][C:16](=[O:15])[NH:1][CH:2]=1)([O-:13])=[O:12]

Participants

4

Reactant 2

HCID 11378442Potassium cyanateHCID 21092821HCID 21092821, compound

Product 1

HCID 21092825HCID 21092825, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

A solution of 1-amino-3-(2-nitrophenyl)-propan-2-one 3a (138 mg, 0.6; Alazard et al. Tetrahedron 1994, 50, 6287–6298) in water was reacted potassium cyanate (97 mg, 1.2 mmol) and heated in a 60° C. oil bath for 4 h. The reaction was purified by reverse-phase HPLC to give 82 mg (62% yield) of 4-(2-nitrobenzyl)-1,3-dihydroimidazol-2-one 3b. MS found: (M+MeCN)+=261.

Workup

  1. customThe reaction was purified by reverse-phase HPLC

Sources & evidence

ORD record
ord-e7c0b2cdc5b54e6db961639f855f670b
Source dataset
uspto-grants-2007_05
Patent number
US07211671B2

Reaction notes

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