Bromine → Methyl 5-amino-1,2,4-thiadiazole-3-carboxylate

HRID 2286982노트

반응식

HRID 2286982 반응식
Br.[CH2:2]([O:4][C:5]([C:7]([NH2:9])=[NH:8])=[O:6])C.[Na].BrBr.[S-:13][C:14]#[N:15].[K+]>CO>[NH2:15][C:14]1[S:13][N:9]=[C:7]([C:5]([O:4][CH3:2])=[O:6])[N:8]=1

참가 물질

6

반응물 4

HCID 24408BromineHCID 516872Potassium thiocyanateHCID 5360545Sodium2회HCID 233168511-Ethoxycarbonylformamidine hydrobromide

생성물 1

HCID 13577102Methyl 5-amino-1,2,4-thiadiazole-3-carboxylate수율 67.8%

시약·촉매·용매 1

HCID 887Methanol용매4회

반응 조건

온도
0 °C

실험 절차

To a solution of 1-ethoxycarbonylformamidine. hydrobromide (16.6 g.) in absolute methanol (84 ml) was added a solution of sodium (1.93 g) in absolute methanol (42 ml) at 0° C. To the mixture were added alternately bromine (12.8 g) and a solution of sodium (1.93 g) in absolute methanol (42 ml) at 0° C. and then to the suspension was added potassium thiocyanate (8.1 g) in absolute methanol (100 ml). The reaction mixture was stirred for an hour at 0° C. and for an additional 6 hours at ambient temperature. The mixture was filtered through cellulose powder and the filtrate was evaporated to dryness. The residue was dissolved in a mixture of ethyl acetate and water, and then the ethyl acetate layer was separated and dried over anhydrous magnesium sulfate. The solvent was evaporated and the residue was triturated with diethyl ether to give the title compound (9.0 g), mp. 202° to 205° C.

후처리

  1. filtrationThe mixture was filtered through cellulose powder
  2. customthe filtrate was evaporated to dryness
  3. dissolutionThe residue was dissolved in a mixture of ethyl acetate and water
  4. customthe ethyl acetate layer was separated
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated
  7. customthe residue was triturated with diethyl ether

출처 및 근거

ORD 기록
ord-18412570489a481fa99941b017428ac0
출처 데이터셋
uspto-grants-1981_05
특허 번호
US04268509

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