Ethanol → HCID 21195008, compound

HRID 1460077Notes

Reaction equation

HRID 1460077 reaction equation
Cl.Cl.Cl.C(NN=C([NH:24][CH2:25][CH2:26][CH2:27][N:28]([CH2:49][CH2:50][CH2:51][NH:52][C:53]([NH:55][C:56]1[CH:61]=[CH:60][C:59]([C:62](=[O:64])[CH3:63])=[CH:58][CH:57]=1)=[O:54])[CH2:29][CH2:30][CH2:31][NH:32][C:33](=NNC(=N)N)[NH:34][C:35]1[CH:40]=[CH:39][C:38]([C:41](=[O:43])[CH3:42])=[CH:37][CH:36]=1)NC1C=CC(C(=NNC(=N)N)C)=CC=1)(=N)N.[C:65]([C:68]1[CH:73]=[CH:72][C:71]([N:74]=[C:75]=[O:76])=[CH:70][CH:69]=1)(=[O:67])[CH3:66].NCCCN(CCCN)CCCN.C([OH:92])C>O1CCCC1>[C:65]([C:68]1[CH:73]=[CH:72][C:71]([NH:74][C:75]([NH:24][CH2:25][CH2:26][CH2:27][N:28]([CH2:29][CH2:30][CH2:31][NH:32][C:33]([NH:34][C:35]2[CH:36]=[CH:37][C:38]([C:41](=[O:43])[CH3:42])=[CH:39][CH:40]=2)=[O:92])[CH2:49][CH2:50][CH2:51][NH:52][C:53]([NH:55][C:56]2[CH:61]=[CH:60][C:59]([C:62](=[O:64])[CH3:63])=[CH:58][CH:57]=2)=[O:54])=[O:76])=[CH:70][CH:69]=1)(=[O:67])[CH3:66]

Participants

6

Reactant 4

HCID 702EthanolHCID 994524-Acetylphenyl isocyanateHCID 547030Tris(3-aminopropyl)amineHCID 178466763HCID 178466763, compound

Product 1

HCID 21195008HCID 21195008, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Compound 35, FIG. 7H.35: 4-acetylphenyl isocyanate (3 g) and tris(3-aminopropyl)amine (1.06 g) in tetrahydrofuran (50 mL) were stirred for 30 min. Ethanol (100 mL) was added and the mixture was left at r.t. for overnight. Filtration gave 2.8 g of tris(3-[([(4-acetylphenyl)amino]carbonyl)-amino]propyl)amine, mp 184°-5° C. This diketone (0.4 g) and aminoguanidine dihydrochloride (0.29 g) were heated in methanol (3 mL) for 4 hours. Addition of ethanol (3 mL) and filtration gave 0.5 g of tris(3-[([(4-acetylphenyl)-amino]carbonyl)amino]propyl)amine tris(amidinohydrazone) trihydrochloride (Compound 35) as the dihydrate ethanolate, mp 209°-10° C. dec.

Workup

  1. filtrationFiltration

Sources & evidence

ORD record
ord-56ddae8ea12747579cf3f1da1803f863
Source dataset
uspto-grants-1998_12
Patent number
US05854289

Reaction notes

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