Dimethylformamide → HCID 21162514, compound

HRID 894253Notes

Reaction equation

HRID 894253 reaction equation
CN(C)C=O.[CH:6]1[CH:11]=[C:10]2[CH:12]=[CH:13][CH:14]=[C:15]([SH:16])[C:9]2=[CH:8][CH:7]=1.Br[C:18]1[O:22][CH:21]=[C:20]([C:23]([OH:25])=[O:24])[CH:19]=1>O>[C:15]1([S:16][C:18]2[O:22][CH:21]=[C:20]([C:23]([OH:25])=[O:24])[CH:19]=2)[C:9]2[C:10](=[CH:11][CH:6]=[CH:7][CH:8]=2)[CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 682591-NaphthalenethiolHCID 133335605-Bromofuran-3-carboxylic acid

Product 1

HCID 21162514HCID 21162514, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Following the procedure of Example 9, except that a total volume of 90 ml. of dimethylformamide was used, 1-thionaphthol (5.02 g., 31.4 mmoles) was reacted with 5-bromofuran-3-carboxylic acid. Crude product was isolated as an oil according to Example 16. The oil was solidified by trituration with water (988 mg.). Recrystallization from hexane gave purified 5-(1-naphthylthio)furan-3-carboxylic acid (250 mg., m.p. 118°-120° C., m/e 270).

Workup

  1. customCrude product was isolated as an oil
  2. customRecrystallization from hexane
  3. customgave
  4. custompurified 5-(1-naphthylthio)furan-3-carboxylic acid (250 mg., m.p. 118°-120° C., m/e 270)

Sources & evidence

ORD record
ord-4a5188544c2e400c9e66f1e8b6c64645
Source dataset
uspto-grants-1981_08
Patent number
US04282246

Reaction notes

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