반응 #340074

반응 방정식

2-amino-5-nitrothiazole

propionic acid

3-(ethyl-[3-methylphenyl]-amino)-propionic acid vinyl ester

sulfamic acid

nitrosyl sulfuric acid

→

3-{ethyl-[3-methyl-4-(5-nitro-thiazol-2-ylazo)-phenyl]-amino}-propionic acid vinyl ester

용매

acetic acid

methanol

반응 조건

후처리

1. 1
   기타was held below 10° C
2. 2
   workup.STIRRINGWith stirring
3. 3
   workup.ADDITIONthe diazotization mixture was slowly added
4. 4
   workup.STIRRINGThe reaction mixture was stirred over night
5. 5
   기타the product was isolated by filtration
6. 6
   세척washed subsequently with water, methanol and again water
7. 7
   기타dried

실험 절차

4.4 parts of 2-amino-5-nitrothiazole, 20 parts of propionic acid and 30 parts of acetic acid were charged and cooled to 5° C. 11.4 parts of 40% (w/w) nitrosyl sulfuric acid were added, whilst the temperature was held below 10° C. The diazotization mixture was stirred for a further 2 hrs at 5-10° C. To a separate vessel were charged 7.0 parts of 3-(ethyl-[3-methylphenyl]-amino)-propionic acid vinyl ester, 100 parts of methanol, 1 part sulfamic acid and 100 parts of ice. With stirring, the diazotization mixture was slowly added followed by a further 300 parts of ice. The reaction mixture was stirred over night and the product was isolated by filtration, washed subsequently with water, methanol and again water, then dried to yield 9.5 parts of 3-{ethyl-[3-methyl-4-(5-nitro-thiazol-2-ylazo)-phenyl]-amino}-propionic acid vinyl ester. λmax=602 nm (DMF).

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