Water → HCID 19048026, compound

HRID 1780947Notes

Reaction equation

HRID 1780947 reaction equation
[CH:1]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=1.I(O)(=O)(=O)=O.O>CO>[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23][CH:3]2[CH:4]=[C:5]3[C:14](=[N:13][C:12]4[C:7]([S:6]3)=[CH:8][CH:9]=[CH:10][CH:11]=4)[CH:1]=[CH:2]2)=[CH:19][CH:18]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7108Phenothiazine2×HCID 7732P-AnisidineHCID 65185Metaperiodic acid

Product 1

HCID 19048026HCID 19048026, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Phenothiazine, 0.5 g/0.0025M, and p-anisidine, 0.307 g/0.0025M, were dissolved in 50 ml of methanol and stirred at ambient temperature. Periodic acid, 3.4 g/0.015M, was dissolved in 40 ml of methanol and the solution added in one portion to the stirring phenothiazine mixture. The reaction mixture was stirred for 20 minutes and then poured into 100 ml of water with solid residue being collected by a Buchner funnel. The solid was stirred with 200 ml of a 1:1 mixture of MeOH/H2O and collected. The red-brown solid was dried to yield 0.72 g (91% theory) of the desired product having a melting point of 135°-136° C. (lit. 148°-149° C.).

Workup

  1. stirringThe reaction mixture was stirred for 20 minutes
  2. custombeing collected by a Buchner funnel
  3. stirringThe solid was stirred with 200 ml of a 1:1 mixture of MeOH/H2O
  4. customcollected
  5. customThe red-brown solid was dried

Sources & evidence

ORD record
ord-07f496de1bd0491e8be710dd1d24e21a
Source dataset
uspto-grants-1997_05
Patent number
US05631371

Reaction notes

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