Carbon Dioxide → HCID 54491375, compound

HRID 1730751Notes

Reaction equation

HRID 1730751 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([S:16]([CH2:18][C:19]([OH:21])=O)=[O:17])[CH3:15])=[CH:10][CH:9]=1.C(C1NC=CN=1)([C:24]1[NH:25]C=CN=1)=O.C(=O)=O.CN>O1CCCC1>[CH3:24][NH:25][C:19](=[O:21])[CH2:18][S:16]([CH:14]([C:11]1[CH:12]=[CH:13][C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[F:1])=[CH:9][CH:10]=1)[CH3:15])=[O:17]

Participants

6

Reactant 4

HCID 280Carbon DioxideHCID 6329MethylamineHCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 20348737HCID 20348737, compound

Product 1

HCID 54491375HCID 54491375, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3.06 gm (10 millimols) of [1-(2'-fluoro-4 -biphenylyl)-ethylsulfinyl]-acetic acid of m.p. 164-165° C, were suspended in 50 ml of tetrahydrofuran, and 1.95 gm (12 millimols) of carbonyl-diimidazole were added to the suspension. The acid dissolved, accompanied by carbon dioxide evolution. After 20 minutes, dry methylamine was introduced until the mixture was saturated. After another hour, the mixture was evaporated in vacuo, and the residue was taken up in a mixture of dilute hydrochloric acid and ether. 2.55 gm (80% of theory) of the title compound, m.p. 136-137° C, were obtained from the ether phase after washing, drying, evaporation and recrystallization from toleuen/cyclohexane = 1/1.

Workup

  1. dissolutionThe acid dissolved
  2. waitAfter another hour
  3. customthe mixture was evaporated in vacuo
  4. additionthe residue was taken up in a mixture of dilute hydrochloric acid and ether

Sources & evidence

ORD record
ord-9dbf7cab2c614ac994436fe0a6d072a9
Source dataset
uspto-grants-1976_11
Patent number
US03993683

Reaction notes

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