Benzamidine → HCID 59804971, compound

HRID 604851Notes

Reaction equation

HRID 604851 reaction equation
CN(C)[CH:3]=[CH:4][C:5]([C:7]1[CH:8]=[C:9]([P:13]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:10]=[CH:11][CH:12]=1)=O.[C:27]([NH2:35])(=[NH:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C(O)C>[C:28]1([C:27]2[N:35]=[C:5]([C:7]3[CH:8]=[C:9]([P:13]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=4)[CH:10]=[CH:11][CH:12]=3)[CH:4]=[CH:3][N:34]=2)[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

4

Reactant 2

HCID 2332BenzamidineHCID 72566760HCID 72566760, compound

Product 1

HCID 59804971HCID 59804971, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

10 mmol of 4 are dissolved in 100 ml of ethanol and mixed with 10 mmol of benzamidine. The mixture is refluxed for 90 min, subsequently the solvent is removed. Recrystallization from acetic acid ethyl ester gives a colorless solid. Yield: 79%. ESI MS, m/z (%): 417.4674 (100) [M+H]+. 31P{1H} NMR (101.2 MHz, 25° C., DMSO-d6): δ −7.37.

Workup

  1. temperatureThe mixture is refluxed for 90 min
  2. customsubsequently the solvent is removed
  3. customRecrystallization from acetic acid ethyl ester
  4. customgives a colorless solid

Sources & evidence

ORD record
ord-f06253b206a04579b49a13a9f7d2d551
Source dataset
uspto-grants-2011_03
Patent number
US07910744B2

Reaction notes

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