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

HRID 1580804

反応式

HRID 1580804 の反応式
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

参加物

12

反応物 7

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

生成物 1

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

試薬・触媒・溶媒 4

HCID 887Methanol溶媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回HCID 7237O-Xylene溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-48d6f71e58f743a39566282b6eeb664d
出典データセット
uspto-grants-1976_01
特許番号
US03933840

関連ノート

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