Syringaldehyde → HCID 136183498, compound

HRID 338815Notes

Reaction equation

HRID 338815 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[SH:9].[CH:10](=O)[C:11]1[CH:21]=[C:18]([O:19][CH3:20])[C:16]([OH:17])=[C:13]([O:14][CH3:15])[CH:12]=1>CN(C=O)C>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]2[S:9][C:10]([C:11]3[CH:21]=[C:18]([O:19][CH3:20])[C:16]([OH:17])=[C:13]([O:14][CH3:15])[CH:12]=3)=[N:1][C:2]=2[CH:7]=1

Participants

4

Reactant 2

HCID 8655SyringaldehydeHCID 120002-Amino-4-chlorobenzenethiol

Product 1

HCID 136183498HCID 136183498, compoundYield 47.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

In a DMF (3 mL) solvent in the presence of Na2S2O5 (120.3 mg, 0.63 mmol), a solution including 2-amino-4-chlorobenzenethiol (100 mg, 0.63 mmol) and syringaldehyde (115.3 mg, 0.63 mmol) was heated at a temperature of 80° C. for 22 hours. After DMF was evaporated, water was added thereto. The produced precipitate was filtered, and washed with water to obtain Compound 126.

Workup

  1. customAfter DMF was evaporated
  2. additionwater was added
  3. filtrationThe produced precipitate was filtered
  4. washwashed with water

Sources & evidence

ORD record
ord-b841e6547a3f41d3ab7e3b0e94198d97
Source dataset
uspto-grants-2014_11
Patent number
US08889881B2

Reaction notes

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