3,4,5,6-Tetrahydrophthalic anhydride → 3-Pyridinamine, 6-[(4-chlorophenyl)methoxy]-

HRID 1995818Notes

Reaction equation

HRID 1995818 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][N:3]=1.[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][OH:17])=[CH:14][CH:13]=1.[C:20]1(=O)[O:25][C:23](=[O:24])[C:22]2[CH2:26][CH2:27][CH2:28][CH2:29][C:21]1=2>>[NH2:8][C:5]1[CH:6]=[CH:7][C:2]([O:17][CH2:16][C:15]2[CH:18]=[CH:19][C:12]([Cl:11])=[CH:13][CH:14]=2)=[N:3][CH:4]=1.[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][O:17][C:2]2[CH:7]=[CH:6][C:5]([N:8]3[C:23](=[O:24])[C:22]4[CH2:26][CH2:27][CH2:28][CH2:29][C:21]=4[C:20]3=[O:25])=[CH:4][N:3]=2)=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 124753,4,5,6-Tetrahydrophthalic anhydrideHCID 133974-Chlorobenzyl alcoholHCID 783082-Chloro-5-nitropyridine

Product 2

HCID 5804093-Pyridinamine, 6-[(4-chlorophenyl)methoxy]-HCID 20486093HCID 20486093, compound

Procedure

The compound, 5-amino-2-(4-chlorobenzyloxy)pyridine is prepared from 2-chloro-5-nitropyridine and 4-chlorobenzyl alcohol and then reacted with 3,4,5,6-tetrahydrophthalic anhydride using the procedure of Example 1 to yield N-[2-(4-chlorobenzyloxy)-5-pyridyl]-3,4,5,6-tetrahydrophthalimide.

Sources & evidence

ORD record
ord-63ca0f41c7234e3c981b641007fabd40
Source dataset
uspto-grants-1983_09
Patent number
US04406690

Reaction notes

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