Water → HCID 178457597, compound

HRID 2121073Notes

Reaction equation

HRID 2121073 reaction equation
C(O)(=O)CCC(O)=O.[Cl:9]C1C=CC(OCCCONC(NC(NC(C)C)=N)=N)=CC=1.[Cl:31]C1C=CC(OCCCONC(NC(NC(C)C)=N)=N)=CC=1.[Cl:53][C:54]1[CH:74]=[CH:73][C:57]([O:58][CH2:59][CH2:60][CH2:61][O:62][NH:63][C:64]([NH:66][C:67]([NH:69][CH:70]([CH3:72])[CH3:71])=[NH:68])=[NH:65])=[CH:56][CH:55]=1.C(O)(=O)CCC(O)=O.O>C(O)C>[ClH:9].[ClH:31].[Cl:53][C:54]1[CH:55]=[CH:56][C:57]([O:58][CH2:59][CH2:60][CH2:61][O:62][NH:63][C:64]([NH:66][C:67]([NH:69][CH:70]([CH3:71])[CH3:72])=[NH:68])=[NH:65])=[CH:73][CH:74]=1

Participants

6

Reactant 4

HCID 962WaterHCID 1110Succinic AcidHCID 178457595HCID 178457595, compoundHCID 178457596HCID 178457596, compound

Product 1

HCID 178457597HCID 178457597, compoundYield 94.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-[3-(4-Chlorophenoxy)propyloxy]-5-isopropylbiguanide hemisuccinate A mixture of 3.278 g (10 mmoles) of 1-[3(4-Chlorophenoxy)propyloxy-5-isopropylbiguanide and 0.594 (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), 6.8-7.2 (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-d4258a00f07944ac9d9423e9e709ef63
Source dataset
uspto-grants-2004_02
Patent number
US06693217B2

Reaction notes

Loading…