Acetic Anhydride → HCID 14424746, compound

HRID 1165484Notes

Reaction equation

HRID 1165484 reaction equation
[OH:1][C:2]1[C:7]2[N:8]=[C:9]([C:11]3[CH:19]=[CH:18][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=3)[S:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[C:20](OC(=O)C)(=[O:22])[CH3:21].C1CCCCC1>N1C=CC=CC=1>[C:20]([O:1][C:2]1[C:7]2[N:8]=[C:9]([C:11]3[CH:19]=[CH:18][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=3)[S:10][C:6]=2[CH:5]=[CH:4][CH:3]=1)(=[O:22])[CH3:21]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8078CyclohexaneHCID 14424743HCID 14424743, compound

Product 1

HCID 14424746HCID 14424746, compoundYield 50.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The 4-(4-hydroxybenzothiazol-2-yl)benzoic acid (6.9 g) obtained in Example 3 was dissolved in 15 ml of pyridine, and 2.6 g of acetic anhydride was added dropwise. The mixture was stirred at room temperature for 2 hours, and 160 ml of cyclohexane was added. The precipitated crystals were collected by filtration, washed with cyclohexane and then diethyl ether, and recrystallized from acetonitrile to give 4.0 g of 4-(4-acetoxybenzothiazol-2-yl)benzoic acid.

Workup

  1. filtrationThe precipitated crystals were collected by filtration
  2. washwashed with cyclohexane
  3. customdiethyl ether, and recrystallized from acetonitrile

Sources & evidence

ORD record
ord-2877b752e8ae49a1b58858f9feaa0587
Source dataset
uspto-grants-1990_03
Patent number
US04910211

Reaction notes

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