Syringaldehyde → HCID 136183498, compound

HRID 1749001Notes

Reaction equation

HRID 1749001 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-df67f023af60424e898bdca68028293f
Source dataset
uspto-grants-2015_10
Patent number
US09155690B2

Reaction notes

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