Formaldehyde → HCID 57864657, compound

HRID 1917079Notes

Reaction equation

[F:1][C:2]([F:25])([F:24])[O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10][CH2:11][CH2:12][NH:13][C:14](=[O:23])[O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:6][CH:5]=1.C=O.[C:28]1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[F:25][C:2]([F:1])([F:24])[O:3][C:4]1[CH:9]=[CH:8][C:7]2[S:10][CH2:11][CH2:12][N:13]([C:14]([O:15][CH2:16][C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[O:23])[CH2:28][C:6]=2[CH:5]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of benzyl 2-(4-(trifluoromethoxy)phenylthio)ethylcarbamate (29) (300 mg), paraformaldehyde (300 g), p-toluenesulfonic acid (100 g) in benzene (15 mL) was stirred at 80° C. for 3 days. The reaction mixture was filtered and washed with sat. NaHCO3 (2×5 mL). Removal of the solvent gave 30 as white solid. The product was purified by chromatography on SiO2 (petroleum ether/EtOAc=3/1). Yield: 235 mg, 76%.

Workup

filtrationThe reaction mixture was filtered
washwashed with sat. NaHCO3 (2×5 mL)
customRemoval of the solvent

Sources & evidence

ORD record: ord-7ae2ea5d54a945ce822bd30337d40400
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08618282B2

Reaction notes

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