Triphenylphosphine → HCID 19012102, compound

HRID 1085271Notes

Reaction equation

HRID 1085271 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1.[CH3:13][N:14]1[C:19]([NH:20][CH2:21][CH2:22][NH:23][C:24](=O)[C:25]2[CH:30]=CC([N+]([O-])=O)=CC=2)=[CH:18][C:17](=[O:35])[N:16]([CH3:36])[C:15]1=[O:37].[C:38]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C[CH:39]=1.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[CH3:13][N:14]1[C:19]([N:20]2[CH2:21][CH2:22][N:23]([CH2:24][CH2:25][CH2:30][O:9][C:6]3[CH:7]=[CH:8][C:3]([S:2][CH3:1])=[CH:4][C:5]=3[N+:10]([O-:12])=[O:11])[CH2:39][CH2:38]2)=[CH:18][C:17](=[O:35])[N:16]([CH3:36])[C:15]1=[O:37]

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 187958574-(Methylsulfanyl)-2-nitrophenolHCID 20061251HCID 20061251, compound2×

Product 1

HCID 19012102HCID 19012102, compoundYield 112%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.5 g of 4-methylthio-2-nitrophenol, 2.0 g of 1,3-dimethyl-6-[4-(3-hydroxypropyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione (Compound 139) and 2.2 g of triphenylphosphine were suspended in 30 ml of anhydrous tetrahydrofuran, followed by the addition of 1.35 ml of diethyl azodicarboxylate. The thus-prepared mixture was treated in a similar manner to Example 84-(2), thereby obtaining 2.9 g of 1,3-dimethyl-6-{4-[3-(4-methylthio-2-nitrophenyloxy)propyl]piperazin-1-yl}-2,4(1H,3H)-pyrimidinedione as crystals.

Sources & evidence

ORD record
ord-e2da539a242647ad8e6b086aa9042fe2
Source dataset
uspto-grants-1991_04
Patent number
US05008267

Reaction notes

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