Acetic Acid → HCID 12819077, compound

HRID 1903892Notes

Reaction equation

HRID 1903892 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[C:13]([OH:16])(=O)[CH3:14]>>[CH3:7][O:6][C:4]([C:3]1[CH:8]=[C:9]([N:12]2[C:13](=[O:16])[C:14]3[CH2:9][CH2:10][CH2:11][CH2:2][C:3]=3[C:4]2=[O:5])[CH:10]=[CH:11][C:2]=1[Cl:1])=[O:5]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 5200412Methyl 5-Amino-2-chlorobenzoate

Product 1

HCID 12819077HCID 12819077, compound

Procedure

A solution of 9.1 g (0.06 mole) of 3,4,5,6-tetrahydrophilic anhydride and 11.1 g (0.06 mole) of methyl 2-chloro-5-aminobenzoate dissolved in glacial acetic acid (30 ml.) is vigorously refluxed for one hour. The reaction mixture is cooled to room temperature and the crude product is collected by filtration, washed with water and then dried to afford 14.9 g of N-[3-methoxycarbonyl-4-chlorophenyl]-3,4,5,6-tetrahydrophthalimide m.p. 113°-115° C.

Workup

  1. temperatureis vigorously refluxed for one hour
  2. filtrationthe crude product is collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-4dbcb101306149aa8a55c146b21d672d
Source dataset
uspto-grants-1984_03
Patent number
US04439229

Reaction notes

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