Terephthalaldehyde → HCID 1200985, compound

HRID 2099847Notes

Reaction equation

HRID 2099847 reaction equation
[Cl-].[NH4+].[CH:3]1[C:8]([CH:9]=[O:10])=[CH:7][CH:6]=[C:5]([CH:11]=O)[CH:4]=1.[CH3:13][N:14]1[C:18](=[O:19])[CH2:17][S:16][C:15]1=[S:20]>C(O)(=O)C>[CH3:13][N:14]1[C:18](=[O:19])[C:17](=[CH:11][C:5]2[CH:4]=[CH:3][C:8]([CH:9]=[O:10])=[CH:7][CH:6]=2)[S:16][C:15]1=[S:20]

Participants

5

Reactant 3

HCID 12173TerephthalaldehydeHCID 25517Ammonium ChlorideHCID 729004-Thiazolidinone, 3-methyl-2-thioxo-

Product 1

HCID 1200985HCID 1200985, compoundYield 72.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
110 °C

Procedure

A catalytic amount of ammonium chloride was added into 100 ml acetic acid solution containing terephthaldicarboxaldehyde (1.34 g) and 3-methylrhodanine (1.53 g), followed by about 12 hours of heating at 110° C. After cooling upon standing, the formed yellow crystals were collected by filtration, washed with an appropriate amount of ethanol-water (10:1), and dried to obtain 4-(3-methyl-4-oxo-2-thioxothiazolidin-5-ylidenmethyl)benzaldehyde (1.91 g).

Workup

  1. temperatureAfter cooling
  2. filtrationthe formed yellow crystals were collected by filtration
  3. washwashed with an appropriate amount of ethanol-water (10:1)
  4. customdried

Sources & evidence

ORD record
ord-00cedc17198b48f7949be770c28e1368
Source dataset
uspto-grants-2009_08
Patent number
US07569688B2

Reaction notes

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