Piretanide → HCID 11633736, compound

HRID 1676928Notes

Reaction equation

HRID 1676928 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([O:7][C:8]2[C:9]([N:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)=[CH:10][C:11]([C:18]([OH:20])=[O:19])=[CH:12][C:13]=2[S:14]([NH2:17])(=[O:16])=[O:15])=[CH:5][CH:6]=1.[C:26]([O:30][CH2:31]Cl)(=[O:29])[CH2:27][CH3:28].C(N(CC)CC)C.[I-].[Na+]>CN(C=O)C>[NH2:17][S:14]([C:13]1[CH:12]=[C:11]([CH:10]=[C:9]([N:21]2[CH2:22][CH2:23][CH2:24][CH2:25]2)[C:8]=1[O:7][C:4]1[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1)[C:18]([O:20][CH2:31][O:30][C:26]([CH2:27][CH3:28])=[O:29])=[O:19])(=[O:16])=[O:15]

Participants

6

Reactant 4

HCID 4849PiretanideHCID 5238Sodium IodideHCID 8471TriethylamineHCID 221144Chloromethyl propionate

Product 1

HCID 11633736HCID 11633736, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar manner to Example 13, piretanide can be reacted with chloromethyl propionate, triethylamine and sodium iodide in DMF to yield ethylcarbonyloxymethyl 3-aminosulfonyl-4-phenoxy-5-(1-pyrrolidinyl)benzoate.

Sources & evidence

ORD record
ord-cf57f2fa3190421694d69e5eede508e6
Source dataset
uspto-grants-2011_08
Patent number
US08008283B2

Reaction notes

Loading…