Acetic Acid → HCID 178514957, compound

HRID 1995840Notes

Reaction equation

HRID 1995840 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([OH:8])[N:3]=1.[C:9]1(=O)[O:14][C:12](=[O:13])[C:11]2[CH2:15][CH2:16][CH2:17][CH2:18][C:10]1=2.C(O)(=O)C>C(Cl)(Cl)Cl>[OH:8][C:4]1[N:3]=[C:2]([N:1]2[C:12](=[O:13])[C:11]3[CH2:15][CH2:16][CH2:17][CH2:18][C:10]=3[C:9]2=[O:14])[CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 124753,4,5,6-Tetrahydrophthalic anhydrideHCID 1785076342-Amino-6-hydroxypyridine

Product 1

HCID 178514957HCID 178514957, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 2-amino-6-hydroxypyridine (2.2 g), 3,4,5,6-tetrahydrophthalic anhydride (3.0 g) and acetic acid (40 ml) is heated to reflux for about 18 hours. The reaction is then cooled and stripped. The concentrate is taken up in CHCl3 (100 ml), washed with water, dried and stripped to yield N-(6-hydroxy-2-pyridyl)-3,4,5,6-tetrahydrophthalimide.

Workup

  1. temperatureis heated
  2. temperatureto reflux for about 18 hours
  3. temperatureThe reaction is then cooled
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-fecf112526254513bdfefa82450c79d8
Source dataset
uspto-grants-1983_09
Patent number
US04406689

Reaction notes

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