Thiocyanic Acid → 4,5-Diphenyl-2-oxazolyl mercaptoacetic acid

HRID 1580804

Reaktionsgleichung

Reaktionsgleichung von HRID 1580804
S[C:2]1[O:3][C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.C1(C2N[C:27](=[O:36])[O:28]C=2C2C=CC=CC=2)C=CC=CC=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=S.C1(C(C(C2C=CC=CC=2)O)=O)C=CC=CC=1.[SH:67][C:68]#N.[H-].[Na+].BrCC(O)=O>O.CN(C=O)C.C1(C)C(C)=CC=CC=1.CO>[C:7]1([C:5]2[N:6]=[C:2]([CH:68]([SH:67])[C:27]([OH:36])=[O:28])[O:3][C:4]=2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Komponenten

12

Versuchsvorschrift

12 g. of 2-mercapto-4,5-diphenyl-oxazole (m.p. 252°-254°, from methanol; obtainable from 4,5-diphenyl-2-oxazolone and phosphorus pentasulfide in boiling xylene, or by the reaction of benzoin with HSCN) is dissolved in 100 ml. of DMF, and 1.2 g. of NaH is added thereto. The reaction mixture is agitated for 1.5 hours at room temperature. Then, 5.6 ml. of the ethyl ester of bromoacetic acid in 20 ml. of DMF is added dropwise thereto, and the reaction mixture is stirred for 2 hours at 80°. The mixture is then mixed with water and worked up as usual, thus obtaining the ethyl ester of 4,5-diphenyl-2-oxazolyl-mercaptoacetic acid, b.p. 207°-210°/0.1 mm.; m.p. 54°-56° (hexane).

Aufarbeitung

  1. dissolutionis dissolved in 100 ml
  2. stirringthe reaction mixture is stirred for 2 hours at 80°

Quellen und Nachweise

ORD-Eintrag
ord-48d6f71e58f743a39566282b6eeb664d
Quelldatensatz
uspto-grants-1976_01
Patentnummer
US03933840

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