Water → Benzo[c]phenanthridine

HRID 2050476Notes

Reaction equation

HRID 2050476 reaction equation
O.C(N(CC)CC)C.P(=O)(O)(O)O.C[N+:15]1[CH:16]=[C:17]2[C:22]3OCO[C:21]=3[CH:20]=[CH:19][C:18]2=[C:26]2[CH:35]=[CH:34][C:33]3[CH:32]=[C:31]4OCO[C:30]4=[CH:29][C:28]=3[C:27]=12>CO>[CH:32]1[C:33]2[CH:34]=[CH:35][C:26]3[C:27]([C:28]=2[CH:29]=[CH:30][CH:31]=1)=[N:15][CH:16]=[C:17]1[C:18]=3[CH:19]=[CH:20][CH:21]=[CH:22]1

Participants

6

Reactant 4

HCID 962Water2×HCID 1004Phosphoric AcidHCID 5154SanguinarineHCID 8471Triethylamine

Product 1

HCID 344234Benzo[c]phenanthridine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A 5CN 10u radial pack column (5 mm. ID×100 mm.; from Water Associates) was run at 0.5 ml./min. with a mobile phase containing 84/16 (u/v) methanol: water with 0.005 M. triethylamine and phosphoric acid (pH 4.8). Detection of the benzophenanthridine alkaloid was monitored at 280 nm. using sanguinarine in methanol as a standard. After removal of the 5 ml. samples, the fluid was replaced with 5 ml. of isotonic saline. A 20 μl. sample was injected into the HPLC and analyzed.

Workup

  1. customAfter removal of the 5 ml

Sources & evidence

ORD record
ord-c6315294ca234376ae21a2beacdd7501
Source dataset
uspto-grants-1991_05
Patent number
US05013553

Reaction notes

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