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

HRID 1580804

반응식

HRID 1580804 반응식
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

참가 물질

12

반응물 7

HCID 781Thiocyanic acidHCID 6227Bromoacetic AcidHCID 8400BenzoinHCID 14817Phosphorus sulfide (P2S5)HCID 24758Sodium hydrideHCID 1512454,5-Diphenyl-4-oxazolin-2-oneHCID 178527826HCID 178527826, 화합물

생성물 1

HCID 214083604,5-Diphenyl-2-oxazolyl mercaptoacetic acid

시약·촉매·용매 4

HCID 887Methanol용매HCID 962Water용매HCID 6228Dimethylformamide용매2회HCID 7237O-Xylene용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-48d6f71e58f743a39566282b6eeb664d
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03933840

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