Hydrazine hydrate (1:1) → HCID 18449416, compound

HRID 29879Notes

Reaction equation

HRID 29879 reaction equation
CN(C)CCCN=C=O.[CH2:10]([C:17]1[NH:25][C:24]2[C:23](=[O:26])[N:22]([CH2:27][CH2:28][CH2:29][N:30]([CH3:32])[CH3:31])[C:21](=[O:33])[N:20]([CH2:34][CH2:35][C:36]3[CH:41]=[CH:40][C:39]([N+:42]([O-])=O)=[CH:38][CH:37]=3)[C:19]=2[N:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.O.NN.[H][H]>[Pd]>[NH2:42][C:39]1[CH:38]=[CH:37][C:36]([CH2:35][CH2:34][N:20]2[C:19]3[N:18]=[C:17]([CH2:10][C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)[NH:25][C:24]=3[C:23](=[O:26])[N:22]([CH2:27][CH2:28][CH2:29][N:30]([CH3:31])[CH3:32])[C:21]2=[O:33])=[CH:41][CH:40]=1

Participants

6

Reactant 4

HCID 24654Hydrazine hydrate (1:1)HCID 18449562HCID 18449562, compoundHCID 18789433HCID 18789433, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18449416HCID 18449416, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

By methods well known in the art 3-dimethylaminopropyl isocyanate is converted into 8-benzyl-3-[2-(4-nitrophenyl)ethyl]-1-(3-dimethylaminopropyl)xanthine, which in turn, is reduced with hydrazine hydrate or hydrogen gas in the presence of a palladium catalyst to yield 3-[2-(4-aminophenyl)ethyl]-8-benzyl-1-(3-dimethylaminopropyl)xanthine.

Sources & evidence

ORD record
ord-7be20eaf09f344d0bcb2fb3f12b2d42b
Source dataset
uspto-grants-2008_09
Patent number
US07423041B2

Reaction notes

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