Sulfamic Acid → HCID 66592558, compound

HRID 1091848Notes

Reaction equation

HRID 1091848 reaction equation
[CH:1]([C:3]1[C:8]2[C:9]3[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:11][C:10]=3[O:20][C:7]=2[C:6]([O:21][CH3:22])=[CH:5][CH:4]=1)=[O:2].S(=O)(=O)([OH:25])N.Cl([O-])=O.[Na+]>O.CC(C)=O>[CH2:18]([O:17][C:15]([N:12]1[CH2:13][CH2:14][C:9]2[C:8]3[C:7](=[C:6]([O:21][CH3:22])[CH:5]=[CH:4][C:3]=3[C:1]([OH:25])=[O:2])[O:20][C:10]=2[CH2:11]1)=[O:16])[CH3:19]

Participants

5

Reactant 3

HCID 5987Sulfamic AcidHCID 23668197Sodium ChloriteHCID 86636834HCID 86636834, compound

Product 1

HCID 66592558HCID 66592558, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 18366337Propan-2-one--water (1/1)Solvent

Procedure

Ethyl 5-formyl-8-methoxy-3,4-dihydro[1]benzofuro[2,3-c]pyridine-2(1H)-carboxylate (from step 6) (0.310 g, 1.02 mmol) was taken in acetone water mixture. To this was added sulphamic acid (0.148 g, 1.53 mmol) and sodium chlorite (0.157 g, 1.73 mmol) and stirred for half an hour. After removing acetone under diminished pressure and dilution with water, it yielded 2-(ethoxycarbonyl)-8-methoxy-1,2,3,4-tetrahydro[1]benzofuro[2,3-c]pyridine-5-carboxylic acid (41%) which was filtered out, washed with water and dried.

Workup

  1. customAfter removing acetone under diminished pressure and dilution with water, it

Sources & evidence

ORD record
ord-15d02bed4505452f945e60ce622a76c0
Source dataset
uspto-grants-2012_03
Patent number
US08129401B2

Reaction notes

Loading…