Bismuth Citrate → HCID 73652917, compound

HRID 484117Notes

Reaction equation

HRID 484117 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:15]([NH:20][CH3:21])=[CH:16][N+:17]([O-:19])=[O:18])=[CH:7][C:6]=1[CH3:22])[CH3:3].[C:23]([O-:35])(=[O:34])[CH2:24][C:25]([CH2:30][C:31]([O-:33])=[O:32])([C:27]([O-:29])=[O:28])[OH:26].[Bi+3:36]>O>[Bi+3:36].[OH:26][C:25]([C:27]([O-:29])=[O:28])([CH2:30][C:31]([O-:33])=[O:32])[CH2:24][C:23]([O-:35])=[O:34].[CH3:3][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:15]([NH:20][CH3:21])=[CH:16][N+:17]([O-:19])=[O:18])=[CH:7][C:6]=1[CH3:22])[CH3:1]

Participants

4

Reactant 2

HCID 13135Bismuth Citrate2×HCID 67883984N-[2-[[5-(Dimethylaminomethyl)-4-methyl-2-furanylmethyl]thio]ethyl]-N'-methyl-2-nitro-1,1-ethenediamine

Product 1

HCID 73652917HCID 73652917, compoundYield 64.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of N-[2-[[[5-[(dimethylamino)methyl]-4-methyl-2-furanyl]methyl]thio]ethyl]-N'-methyl-2-nitro-1,1-ethenediamine (6.465 g) in water (25 ml) was added bismuth citrate (7.84 g) and the mixture heated at 100° for 4 hours. The suspension was filtered and the residue washed well with water then ethanol and dried to give a solid consisting of unchanged bismuth citrate (2.448 g) which was discarded. The combined filtrate and washings were evaporated to dryness with the aid of methanol (3×50 ml) then ethanol (2×50 ml). The residue was mixed with cold ethanol (70 ml) and triturated to a fine cream which was filtered off, washed with ethanol (4×5 ml) and then ether and dried to give the title compound (9.187 g).

Workup

  1. temperaturethe mixture heated at 100° for 4 hours
  2. filtrationThe suspension was filtered
  3. washthe residue washed well with water
  4. dry with materialethanol and dried
  5. customto give a solid
  6. customThe combined filtrate and washings were evaporated to dryness with the aid of methanol (3×50 ml)
  7. additionThe residue was mixed with cold ethanol (70 ml)
  8. customtriturated to a fine cream which
  9. filtrationwas filtered off
  10. washwashed with ethanol (4×5 ml)
  11. dry with materialether and dried

Sources & evidence

ORD record
ord-c4a5c36c0ae247f2a4ecf7b1fa5dd665
Source dataset
uspto-grants-1993_07
Patent number
US05229418

Reaction notes

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