Triphenylphosphine → HCID 20061223, compound

HRID 1085279Notes

Reaction equation

HRID 1085279 reaction equation
Cl.[CH3:2][N:3]1[C:8]([N:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][O:18][C:19]3[CH:24]=[C:23]([N+:25]([O-:27])=[O:26])[CH:22]=[CH:21][C:20]=3[O:28][CH3:29])[CH2:11][CH2:10]2)=[CH:7][C:6](=[O:30])[N:5]([CH3:31])[C:4]1=[O:32].COC1C=CC([N+]([O-])=O)=CC=1O.CN1C(NCCNC(=O)C2C=CC([N+]([O-])=O)=CC=2)=CC(=O)N(C)C1=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[CH3:2][N:3]1[C:8]([N:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][O:18][C:19]3[CH:24]=[C:23]([N+:25]([O-:27])=[O:26])[CH:22]=[CH:21][C:20]=3[O:28][CH3:29])[CH2:11][CH2:10]2)=[CH:7][C:6](=[O:30])[N:5]([CH3:31])[C:4]1=[O:32]

Participants

7

Reactant 5

HCID 11776TriphenylphosphineHCID 694712-Methoxy-5-nitrophenolHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 20061251HCID 20061251, compound2×HCID 20061272HCID 20061272, compound2×

Product 1

HCID 20061223HCID 20061223, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Preparation of 1,3-dimethyl-6-{4-[3-(2-methoxy-5-nitrophenyloxy)propyl]piperazin-1-yl}-2,4(1H,3H)-pyrimidinedione hydrochloride (Compound 160) ##STR141## 0.9 g of 2-methoxy-5-nitrophenol, 1.0 g of 1,3-dimethyl-6-[4-(3-hydroxypropyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione (Compound 139) and 1.1 g of triphenylphosphine were suspended in 20 ml of anhydrous tetrahydrofuran, followed by the addition of 0.67 ml of diethyl azodicarboxylate. The thus-prepared mixture was treated in a similar manner to Example 84-(2), thereby obtaining 1.2 g of 1,3-dimethyl-6-{4-[3-(2-methoxy-5-nitrophenyloxy)propyl]piperazin-1-yl}-2,4(1H,3H)-pyrimidinedione as an oily substance.

Sources & evidence

ORD record
ord-cdb11c3ce3ed4b41acf5f470d5151a7e
Source dataset
uspto-grants-1991_04
Patent number
US05008267

Reaction notes

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