HCID 86661299, compound → HCID 86661300, compound

HRID 1685036Notes

Reaction equation

HRID 1685036 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][CH:22]=1)[CH2:5][NH:6][C:7]([NH:9][C:10]1[S:11][C:12]([CH:17]([CH3:19])[CH3:18])=[C:13]([CH2:15][OH:16])[N:14]=1)=[O:8]>C(Cl)Cl.O=[Mn]=O>[F:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][CH:22]=1)[CH2:5][NH:6][C:7]([NH:9][C:10]1[S:11][C:12]([CH:17]([CH3:19])[CH3:18])=[C:13]([CH:15]=[O:16])[N:14]=1)=[O:8]

Participants

4

Reactant 1

HCID 86661299HCID 86661299, compound

Product 1

HCID 86661300HCID 86661300, compound

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

1-(3-Fluorobenzyl)-3-(4-(hydroxymethyl)-5-isopropylthiazol-2-yl)urea (32 mg, 0.1 mmol) was oxidized with MnO2 (87 mg, 1.0 mmol) in CH2Cl2 (5 mL). Filtration and evaporation afforded 1-(3-fluorobenzyl)-3-(4-formyl-5-isopropylthiazol-2-yl)urea. 1H NMR (400 MHz, CDCl3): δ 9.83 (s, 1H), 7.60 (s, 1H, br), 7.27 (m, 1H), 7.12 (d, 1H), 7.06 (d, 1H), 6.93 (td, 1H), 4.48 (d, 2H), 3.80 (m, 1H), 1.42 (d, 6H). MS (ES+): M/Z 322 (M+H)+.

Workup

  1. filtrationFiltration and evaporation

Sources & evidence

ORD record
ord-405eed8ee658431cad7a4ac5381118f5
Source dataset
uspto-grants-2012_04
Patent number
US08148380B2

Reaction notes

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