Dimethylformamide dimethyl acetal → HCID 178496935, compound

HRID 989339Notes

Reaction equation

HRID 989339 reaction equation
[NH2:1][C:2]1[C:3]([C:14]([O:16][CH3:17])=[O:15])=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([O:12][CH3:13])=[CH:7][CH:6]=2.CO[CH:20](OC)[N:21]([CH3:23])[CH3:22]>>[CH3:20][N:21](/[CH:23]=[N:1]/[C:2]1[C:3]([C:14]([O:16][CH3:17])=[O:15])=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([O:12][CH3:13])=[CH:7][CH:6]=2)[CH3:22]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 21956389HCID 21956389, compound

Product 1

HCID 178496935HCID 178496935, compoundYield 64.6%

Procedure

According to the procedure of example 97, the reaction mixture of 1.05 g (4.54 mmol) of methyl 3-amino-6-methoxy-2-naphthoate in 20 mL of dimethylformamide dimethylacetal is refluxed for 2.5 hours to give 840.5 mg (64.6%) of methyl 3-{[(E)-(dimethylamino)methylidene]amino}-6-methoxy-2-naphthoate as a beige solid, mp 122-124° C.

Workup

  1. temperatureis refluxed for 2.5 hours

Sources & evidence

ORD record
ord-e11b20a4eb97435bbcdf6d5732ffd3d5
Source dataset
uspto-grants-2003_10
Patent number
US06638929B2

Reaction notes

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