Water → HCID 178457596, compound

HRID 1266909Notes

Reaction equation

HRID 1266909 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][CH2:7][CH2:8][CH2:9][O:10][NH:11][C:12]([NH:14][C:15]([NH:17][CH:18]([CH3:20])[CH3:19])=[NH:16])=[NH:13])=[CH:4][CH:3]=1.[C:23]([OH:30])(=[O:29])[CH2:24][CH2:25][C:26]([OH:28])=[O:27].O>C(O)C>[C:23]([OH:30])(=[O:29])[CH2:24][CH2:25][C:26]([OH:28])=[O:27].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][CH2:8][CH2:9][O:10][NH:11][C:12]([NH:14][C:15]([NH:17][CH:18]([CH3:19])[CH3:20])=[NH:16])=[NH:13])=[CH:21][CH:22]=1.[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][CH2:8][CH2:9][O:10][NH:11][C:12]([NH:14][C:15]([NH:17][CH:18]([CH3:19])[CH3:20])=[NH:16])=[NH:13])=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 962WaterHCID 1110Succinic AcidHCID 178457595HCID 178457595, compound

Product 1

HCID 178457596HCID 178457596, compoundYield 94.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.278 g (10 mmoles) of 1-[3(4-Chlorophenoxy)propyloxy-5-isopropylbiguanide and 0.594 g (5.0 mmoles) of succinic acid were dissolved in 7 mL of hot ethanol and 11 mL of water was added dropwise with heating. The solution was allowed to cool to room temperature. The precipitate was collected, washed with 4 mL of ice-cold 50% ethanol and dried at 105° C. for 2 hours to yield 3.65 g (94.3%) of product mp 149-5-150° C. 1H-NMR(DMSO-d6) δ1.05 (d, 6H), 2.0 (m, 2H), 3.75-4.10 (m, 5H), 5.45 (br s, 2H), 6.0 (br s, 1H), 6.87.2 (m, 4H), 7.35 (s, br, 4H).

Workup

  1. temperaturewith heating
  2. customThe precipitate was collected
  3. washwashed with 4 mL of ice-cold 50% ethanol
  4. customdried at 105° C. for 2 hours

Sources & evidence

ORD record
ord-36f9dd449f654334bcc513b3532343cc
Source dataset
uspto-grants-2003_04
Patent number
US06551614B2

Reaction notes

Loading…