Ammonia → HCID 136073887, compound

HRID 2066089Notes

Reaction equation

HRID 2066089 reaction equation
[N+:1]([C:4]1[CH:56]=[CH:55][C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3[C:16]4[NH:20][C:19]([CH:21]=[C:22]5[N:54]=[C:25]([C:26]([C:38]6[CH:43]=[CH:42][C:41]([O:44][C:45]7[CH:50]=[CH:49][C:48]([N+:51]([O-])=O)=[CH:47][CH:46]=7)=[CH:40][CH:39]=6)=[C:27]6[NH:37][C:30](=[CH:31][C:32]7[CH:33]=[CH:34][C:35]=3[N:36]=7)[CH:29]=[CH:28]6)[CH:24]=[CH:23]5)=[CH:18][CH:17]=4)=[CH:11][CH:10]=2)=[CH:6][CH:5]=1)([O-])=O.Cl.O.O.Cl[Sn]Cl.N>C(Cl)(Cl)Cl.O>[NH2:1][C:4]1[CH:56]=[CH:55][C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3[C:16]4[NH:20][C:19]([CH:21]=[C:22]5[N:54]=[C:25]([C:26]([C:38]6[CH:43]=[CH:42][C:41]([O:44][C:45]7[CH:50]=[CH:49][C:48]([NH2:51])=[CH:47][CH:46]=7)=[CH:40][CH:39]=6)=[C:27]6[NH:37][C:30](=[CH:31][C:32]7[CH:33]=[CH:34][C:35]=3[N:36]=7)[CH:29]=[CH:28]6)[CH:24]=[CH:23]5)=[CH:18][CH:17]=4)=[CH:11][CH:10]=2)=[CH:6][CH:5]=1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 61436Stannous chloride dihydrateHCID 135488161HCID 135488161, compound

Product 1

HCID 136073887HCID 136073887, compoundYield 67%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

To a solution of 5,15-bis-[4-(4-nitrophenoxy)phenyl]porphyrin (70 mg, 0.095 mmol) in CHCl3 (10 ml), saturated with concentrated HCl, SnCl2.2H2O (105 mg, 0.475 mmol) was added and the mixture was kept under magnetic stirring, at room temperature for 24 h, then cold water was added, the mixture was neutralized with a solution 15% of ammonia, and the organic phase was extracted, dried on Na2SO4, then the solvent was removed by evaporation. The crude product was purified by chromatography on silica gel (THF to THF/DMF 9/1), to give 43 mg of title product (yield 67%).

Workup

  1. extractionthe organic phase was extracted
  2. customdried on Na2SO4
  3. customthe solvent was removed by evaporation
  4. customThe crude product was purified by chromatography on silica gel (THF to THF/DMF 9/1)

Sources & evidence

ORD record
ord-b7fe404d76ab4801b87c7938dbb525ba
Source dataset
uspto-grants-2012_10
Patent number
US08288528B2

Reaction notes

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