3-Hydroxybenzaldehyde → HCID 53768021, compound

HRID 2248538Notes

Reaction equation

HRID 2248538 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([S:17]([NH2:20])(=[O:19])=[O:18])=[CH:13][CH:12]=1.CC1C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[N:20][S:17]([C:14]1[CH:13]=[CH:12][C:11]([Cl:10])=[CH:16][CH:15]=1)(=[O:19])=[O:18]

Participants

5

Reactant 3

HCID 1013-HydroxybenzaldehydeHCID 6101p-Toluenesulfonic acidHCID 668244-Chlorobenzenesulfonamide

Product 1

HCID 53768021HCID 53768021, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a similar manner to Example 2, 1.24 g (10 mmol) of 3-hydroxybenzaldehyde, 1.94 g (10 mmol) of 4-chlorobenzenesulfonamide and 20 mg of TsOH in 150 mL of toluene were heated for 12 hours to give 0.29 g (10%) of SULF-9 as a brown powder: IR (Nujol) 3400, 1658, 1556, 1458, 1155, 1025 cm-1 ; 1H NMR (DMSO-d6, TMS ext std) δ8.85 (s,1), 8.73 (s, 1), 7.7-7.2 (m, 8).

Workup

  1. customto give 0.29 g (10%) of SULF-9 as a brown powder

Sources & evidence

ORD record
ord-76f1d483cb12465fa413c30eecbd2fbc
Source dataset
uspto-grants-1991_08
Patent number
US05041232

Reaction notes

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