Diethyl Ether → HCID 70416749, compound

HRID 1252256Notes

Reaction equation

HRID 1252256 reaction equation
C(OC(=O)C[C:7]([CH:9]=[CH:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([N+:17]([O-:19])=[O:18])[CH:12]=1)=[O:8])(C)C.[NH2:21][C:22]([CH3:35])=[CH:23][C:24](=[O:34])[CH:25]([CH3:33])[S:26]([NH:29][CH:30]([CH3:32])[CH3:31])(=[O:28])=[O:27].[CH3:36][CH2:37]OCC.[CH:41]([OH:44])([CH3:43])[CH3:42]>CN(C)C=O>[CH:41]([O:44][C:7](=[O:8])[C:9]1[CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([N+:17]([O-:19])=[O:18])[CH:12]=2)[C:23]([C:24](=[O:34])[CH:25]([S:26](=[O:27])(=[O:28])[NH:29][CH:30]([CH3:31])[CH3:32])[CH3:33])=[C:22]([CH3:35])[NH:21][C:36]=1[CH3:37])([CH3:43])[CH3:42]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 3776IsopropanolHCID 54329362HCID 54329362, compoundHCID 131715516HCID 131715516, compound

Product 1

HCID 70416749HCID 70416749, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After boiling 2.8 g of 3-nitrobenzylideneacetoacetic acid isopropyl ester and 2.34 g of 4-amino-N-isopropyl-1-methyl-2-oxo-3-pentenesulfonamide in a mixture of 10 ml of isopropanol and 5 ml of dimethylformamide for 8 hours there were obtained 1.4 g of 1,4-dihydro-2,6-dimethyl-5-[2-(isopropylsulfamoyl)propionyl]-4-(3-nitrophenyl)nicotinic acid isopropyl ester, m.p. 155°-158° (yellow crystalline powder from ether, only one of the two possible racemates).

Sources & evidence

ORD record
ord-92dbe283446a4e8ba6d37673a2b55bfb
Source dataset
uspto-grants-1988_05
Patent number
US04742069

Reaction notes

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