Dimethylformamide → 5-Amino-3-[(dimethylaminomethylidene)amino]-1-[methylamino(thiocarbonyl)]-1H-1,2,4-triazole

HRID 1289777노트

반응식

HRID 1289777 반응식
[NH2:1][C:2]1[N:6]=[C:5]([NH2:7])[N:4]([C:8]([NH:10][CH3:11])=[S:9])[N:3]=1.[CH3:12][N:13]([CH3:16])[CH:14]=O.C(N(CC)CC)C.C(Cl)(=O)C1C=CC=CC=1>O>[NH2:7][C:5]1[N:4]([C:8]([NH:10][CH3:11])=[S:9])[N:3]=[C:2]([N:1]=[CH:12][N:13]([CH3:16])[CH3:14])[N:6]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 10725863HCID 10725863, 화합물

생성물 1

HCID 867525445-Amino-3-[(dimethylaminomethylidene)amino]-1-[methylamino(thiocarbonyl)]-1H-1,2,4-triazole수율 27%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of the compound (1.00 g) obtained in Example 31, dimethylformamide (25 ml) and triethylamine (1.0 ml, 7.2 mmol) was cooled to 0° C. and benzoyl chloride (0.70 ml) was gradually added dropwise thereto. The mixture was stirred at 0° C.-room temperature for 4.5 hours and the reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was distilled away under reduced pressure. After the concentration, silica gel column chromatography (chloroform-methanol) and recrystallization from chloroform-methanol gave 350 mg of pale-yellow crystals (yield 27%).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled away under reduced pressure
  5. concentrationAfter the concentration, silica gel column chromatography (chloroform-methanol) and recrystallization from chloroform-methanol

출처 및 근거

ORD 기록
ord-e1cb432d9a5243da96f4623583cd1305
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05750545

반응 노트

불러오는 중…