Ethyl orthoformate → HCID 59726056, compound

HRID 659992Notes

Reaction equation

HRID 659992 reaction equation
[CH3:1][O:2][C:3](=[O:15])[C:4]1[C:9]([Cl:10])=[CH:8][C:7]([Cl:11])=[C:6]([O:12][CH3:13])[C:5]=1[NH2:14].[CH:16](OCC)(OCC)[O:17][CH2:18][CH3:19]>>[CH3:1][O:2][C:3](=[O:15])[C:4]1[C:9]([Cl:10])=[CH:8][C:7]([Cl:11])=[C:6]([O:12][CH3:13])[C:5]=1[N:14]=[CH:16][O:17][CH2:18][CH3:19]

Participants

3

Reactant 2

HCID 31214Ethyl orthoformateHCID 59726039HCID 59726039, compound

Product 1

HCID 59726056HCID 59726056, compound

Procedure

A solution of the 2-amino-4,6-dichloro-3-methoxybenzoic acid methyl ester (2-3) (6.35 g, 25.4 mmol) and triethyl orthoformate (60 mL, 361 mmol) was heated under reflux for 5 days. The solution was cooled to room temperature and evaporated under reduced pressure to afford the imidate, 4,6-dichloro-2-ethoxymethyleneamino-3-methoxybenzoic acid methyl ester (5-2), and starting material (7.80 g) as a brown oil; 5-2:2-3-9:1.

Workup

  1. temperatureunder reflux for 5 days
  2. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-dae28849a70a4874a9d6649ebabff699
Source dataset
uspto-grants-2011_12
Patent number
US08084459B2

Reaction notes

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