HCID 11356337, compound → N-(4-hydroxyphenyl)-2-methylsulfonylacetamide

HRID 1474501Notes

Reaction equation

HRID 1474501 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:22])[CH2:17][S:18]([CH3:21])(=[O:20])=[O:19])=[CH:11][CH:10]=1)C1C=CC=CC=1.OC1C=CC(NC(C2C=CC=CN=2)=O)=CC=1>>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([NH:15][C:16](=[O:22])[CH2:17][S:18]([CH3:21])(=[O:20])=[O:19])=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 11356337HCID 11356337, compoundHCID 68481090N-(4-Benzyloxy-phenyl)-2-methanesulfonyl-acetamide

Product 1

HCID 182456N-(4-hydroxyphenyl)-2-methylsulfonylacetamide

Procedure

This compound was prepared from N-(4-benzyloxy-phenyl)-2-methanesulfonyl-acetamide, using the same method used to prepare of pyridine-2-carboxylic acid (4-hydroxyphenyl)amide. The product was purified by flash chromatography, on silica gel, eluted with 5 to 10% methanol in DCM, to give the product, 3.45 g (92%) as a colorless solid. MS m/z 230 (MH+). 1H NMR(DMSO-d6) δ 3.18 (s, 3H), 4.22 (s, 2H), 6.72 (d, 2H), 7.36 (d, 2H), 9.35(br s, 1H) and 10.17 (s, 1H). Anal. calcd for C9H11N4OS: C, 47.15; H, 4.84; N, 6.11. Found: C, 47.04; H, 4.79; N, 6.04.

Workup

  1. customThe product was purified by flash chromatography, on silica gel
  2. washeluted with 5 to 10% methanol in DCM
  3. customto give the product, 3.45 g (92%) as a colorless solid

Sources & evidence

ORD record
ord-00eb24e702cf453ea13c89478d7b1f48
Source dataset
uspto-grants-2015_04
Patent number
US09018241B2

Reaction notes

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