Formaldehyde → Methyl hydroxymethyl(2-(4-methoxyphenylthio)ethyl)carbamate

HRID 1917064Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][CH2:10][CH2:11][NH:12][C:13](=[O:16])[O:14][CH3:15])=[CH:5][CH:4]=1.C=O.[C:19]([O-])([O-])=[O:20].[Cs+].[Cs+]>C1COCC1>[OH:20][CH2:19][N:12]([CH2:11][CH2:10][S:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[C:13](=[O:16])[O:14][CH3:15]

Participants

Conditions

Temperature: 70 °C

Procedure

A mixture of compound 7 (2.0 g), paraformaldehyde (1.5 g), Cs2CO3 (1.2 eq.) in THF (50 mL) was stirred at 70° C. for 3 hours. Filtration and concentration of the solvent gave the title product 9 as pure white solid. Yield: 2.2 g, 98%.

Workup

filtrationFiltration and concentration of the solvent

Sources & evidence

ORD record: ord-4d9b234d2847477695bb763e7c762975
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08618282B2

Reaction notes

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