2,6-Lutidine → Benzo[d][1,2,3]thiadiazole-7-carbaldehyde

HRID 257131

반응식

HRID 257131 반응식
[S:1]1[C:5]2[C:6]([C:10](Cl)=[O:11])=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.N1C(C)=CC=CC=1C>C(OCC)(=O)C.O1CCCC1.[Pd]>[S:1]1[C:5]2[C:6]([CH:10]=[O:11])=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1

참가 물질

6

반응물 2

HCID 79372,6-LutidineHCID 183776071,2,3-Benzothiadiazole-7-carbonyl chloride

생성물 1

HCID 14835681Benzo[d][1,2,3]thiadiazole-7-carbaldehyde

시약·촉매·용매 3

HCID 23938Palladium촉매2회HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

실험 절차

99 g of benzo-1,2,3-thiadiazole-7-carboxylic acid chloride are dissolved in 1.2 l of ethyl acetate, the mixture is treated at 0°-5° C. with a solution of 58.7 g of 2,6-lutidine in 200 ml of tetrahydrofuran as well as 33 g of palladium/charcoal catalyst (5% Pd), and hydrogenated under low pressure (104Pa) with a further addition of a total of 57 g of palladium/charcoal catalyst and 500 ml of tetrahydrofuran in 5 portions. The catalyst is subsequently removed by filtration and washed with tetrahydrofuran, and the filtrate is evaporated. The residue is purified on silica gel (CH2Cl2) and gives the title compound of m.p. 134°-136° C.

후처리

  1. customThe catalyst is subsequently removed by filtration
  2. washwashed with tetrahydrofuran
  3. customthe filtrate is evaporated
  4. customThe residue is purified on silica gel (CH2Cl2)

출처 및 근거

ORD 기록
ord-d433502191674bf18c619faa0ceef992
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05260423

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