Sodium Carbonate → HCID 13710472, compound

HRID 259495Notes

Reaction equation

HRID 259495 reaction equation
S(S([O-])=O)([O-])=O.[Na+].[Na+].C(=O)([O-])[O-].[Na+].[Na+].[C:15]1([C:21]#[C:22][C:23]2[CH:28]=[CH:27][C:26]([N+:29]([O-])=O)=[CH:25][C:24]=2[C:32]2[CH:37]=[C:36]([N+:38]([O-])=O)[CH:35]=[CH:34][C:33]=2[C:41]#[C:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.O1CCOCC1>O>[C:43]1([C:42]#[C:41][C:33]2[CH:34]=[CH:35][C:36]([NH2:38])=[CH:37][C:32]=2[C:24]2[CH:25]=[C:26]([NH2:29])[CH:27]=[CH:28][C:23]=2[C:22]#[C:21][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=1

Participants

6

Reactant 4

HCID 10340Sodium CarbonateHCID 24489Sodium DithioniteHCID 312751,4-DioxaneHCID 137104715,5'-Dinitro-2,2'-bis(phenylethynyl)-1,1'-biphenyl

Product 1

HCID 13710472HCID 13710472, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of sodium dithionite (8.00, 0.0460 mole) and sodium carbonate (7.01 g, 0.0661 mole) in water (50 ml) was stirred under a nitrogen atmosphere while 2,2'-bis(phenylethynyl)-5,5'-dinitrobiphenyl (0.500 g, 0.00112 mole) was added followed by dioxane (50 ml). The reaction mixture was stirred and refluxed for 2 hours and then the solvent was removed under vacuum. The residue was extracted with benzene and the filtered benzene extracts were freeze-dried to afford 0.198 g (46%) of 2,2'-bis(phenylethynyl)-5,5'-diaminobiphenyl, m.p. 159°-161° C. after recrystallization from chloroform-cyclohexane.

Workup

  1. additionwas added
  2. temperaturerefluxed for 2 hours
  3. customthe solvent was removed under vacuum
  4. extractionThe residue was extracted with benzene
  5. dry with materialthe filtered benzene extracts were freeze-dried

Sources & evidence

ORD record
ord-f9ac03531dcc4564a65c2007ad29ce53
Source dataset
uspto-grants-1977_07
Patent number
US04038320

Reaction notes

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