Bromine → HCID 87718206, compound

HRID 1020275Notes

Reaction equation

HRID 1020275 reaction equation
[Br:1]Br.[Cl:3][C:4]1[CH:5]=[C:6]([CH:23]=[CH:24][C:25]=1[Cl:26])[CH2:7][NH:8][C:9]([NH:11][C:12]1[S:13][CH:14]=[C:15]([CH2:17][O:18][CH2:19][CH2:20][O:21][CH3:22])[N:16]=1)=[O:10]>C(Cl)Cl>[Br:1][C:14]1[S:13][C:12]([NH:11][C:9]([NH:8][CH2:7][C:6]2[CH:23]=[CH:24][C:25]([Cl:26])=[C:4]([Cl:3])[CH:5]=2)=[O:10])=[N:16][C:15]=1[CH2:17][O:18][CH2:19][CH2:20][O:21][CH3:22]

Participants

4

Reactant 2

HCID 24408BromineHCID 25050221HCID 25050221, compound

Product 1

HCID 87718206HCID 87718206, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Bromine (120 μL, 0.12 mmol, IM in CH2Cl2) was added dropwise to a CH2Cl2 (5 mL) solution of 1-(3,4-dichlorobenzyl)-3-(4-((2-methoxyethoxy)methyl)thiazol-2-yl)urea (39 mg, 0.1 mmol). The bromination was instantaneous. The mixture was washed with dilute Na2SO3 solution, dried and evaporated to afford the title compound. 1H NMR (400 MHz, CDCl3): 11.38 (1H, br), 7.70 (1H, br), 7.45 (d, 1H), 7.39 (d, 1H), 7.19 (dd, 1H), 4.50 (s, 2H), 4.39 (d, 2H), 3.53 (m, 2H), 3.38 (m, 2H), 3.20 (s, 3H). MS (ES+): M/Z 470 (M+H)+.

Workup

  1. washThe mixture was washed with dilute Na2SO3 solution
  2. customdried
  3. customevaporated

Sources & evidence

ORD record
ord-4e261e551d784173bb59fcd014151363
Source dataset
uspto-grants-2014_05
Patent number
US08716320B2

Reaction notes

Loading…