Aminoacetaldehyde dimethyl acetal → N-(2,2-Dimethoxyethyl)-N'-(3-iodophenyl)urea

HRID 857123Notes

Reaction equation

HRID 857123 reaction equation
[I:1][C:2]1[CH:3]=[C:4]([N:8]=[C:9]=[O:10])[CH:5]=[CH:6][CH:7]=1.[CH3:11][O:12][CH:13]([O:16][CH3:17])[CH2:14][NH2:15]>C(Cl)Cl>[CH3:11][O:12][CH:13]([O:16][CH3:17])[CH2:14][NH:15][C:9]([NH:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([I:1])[CH:3]=1)=[O:10]

Participants

4

Reactant 2

HCID 89728Aminoacetaldehyde dimethyl acetalHCID 44990001-Iodo-3-isocyanatobenzene

Product 1

HCID 21867194N-(2,2-Dimethoxyethyl)-N'-(3-iodophenyl)urea

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

A suspension of 3-iodophenylisocyanate (1.1 g) in DCM (10 ml) was treated with aminoacetaldehyde dimethyl acetal (0.49 ml) and stirred under nitrogen at 20° C. for 24 h. The reaction mixture was quenched by adding MeOH. The solvents were removed under reduced pressure to give the title compound (1.35 g) LCMS RT=2.92 min.

Workup

  1. customThe reaction mixture was quenched
  2. additionby adding MeOH
  3. customThe solvents were removed under reduced pressure

Sources & evidence

ORD record
ord-05b5adbcf5534c8fbac6b3df4bc730fc
Source dataset
uspto-grants-2006_12
Patent number
US07144908B2

Reaction notes

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