3-Nitro-10H-phenothiazine → HCID 15556087, compound

HRID 456861Notes

Reaction equation

HRID 456861 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[NH:8][C:9]3[C:14]([S:15][C:16]=2[CH:17]=1)=[CH:13][CH:12]=[CH:11][CH:10]=3)([O-])=O>[Pd].CCO.C1COCC1>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]2[NH:8][C:9]3[C:14]([S:15][C:16]=2[CH:17]=1)=[CH:13][CH:12]=[CH:11][CH:10]=3

Participants

4

Reactant 1

HCID 38380423-Nitro-10H-phenothiazine

Product 1

HCID 15556087HCID 15556087, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

Reduction of the nitro function of 3-nitro-10H-phenothiazine (J. Org. Chem. (1972) 37, 2691) is carried out in the presence of Pd/C in an EtOH/THF mixture under the conditions described for intermediate 2.2. A grey solid is obtained with a yield of 97%. Melting point: 150–156° C.

Workup

  1. customA grey solid is obtained with a yield of 97%

Sources & evidence

ORD record
ord-1abf790c87064ede92f6d78f79f18f01
Source dataset
uspto-grants-2007_03
Patent number
US07186752B2

Reaction notes

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