Acetic Anhydride → HCID 13336537, compound

HRID 1980496Notes

Reaction equation

HRID 1980496 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1([CH2:14][N:15]2[CH:19]=[N:18][CH:17]=[N:16]2)[NH:13][CH2:12][CH2:11][S:10]1.Cl.SCCN.[C:25](OC(=O)C)(=[O:27])[CH3:26]>>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1([CH2:14][N:15]2[CH:19]=[N:18][CH:17]=[N:16]2)[N:13]([C:25](=[O:27])[CH3:26])[CH2:12][CH2:11][S:10]1

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 9082Cysteamine HydrochlorideHCID 133042241-{[2-(2,4-Dichlorophenyl)-1,3-thiazolidin-2-yl]methyl}-1H-1,2,4-triazole

Product 1

HCID 13336537HCID 13336537, compoundYield 33.5%

Procedure

1.58 g of 2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazole-1-yl methyl)-thiazolidine prepared in the same manner as in Working Example 1 except that β-mercaptoethylamine hydrochloride was used instead of β-mercapto-β-methyl-ethylamine hydrochloride, was mixed with 2.0 g of acetic anhydride, and the mixture was reacted at 120° C. for 4 hours. After the reaction, the reaction product was purified by silica gel column chromatography using a solvent mixture of chloroform and methanol as the developer, whereby 0.6 g of 2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazole-1-yl methyl)-3-acetyl thiazolidine (Compound No. 48 in Table 1) was obtained.

Workup

  1. customthe mixture was reacted at 120° C. for 4 hours
  2. customAfter the reaction
  3. customthe reaction product was purified by silica gel column chromatography
  4. additiona solvent mixture of chloroform and methanol as the developer

Sources & evidence

ORD record
ord-4fb50ad229ee418b931ab33b7037c99b
Source dataset
uspto-grants-1985_04
Patent number
US04510154

Reaction notes

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