2-[[[4-[(4-methylphenyl)thio]thieno[2,3-c]pyridin-2-ylmethylene]amino]oxy]acetic acid

Base Information

Chemical Name:2-[[[4-[(4-methylphenyl)thio]thieno[2,3-c]pyridin-2-ylmethylene]amino]oxy]acetic acid
CAS No.:251992-75-3
Molecular Formula:C₁₇H₁₄N₂O₃S₂
Molecular Weight:358.442
Hs Code.:

Synonyms:2-[[[4-[(4-methylphenyl)thio]thieno[2,3-c]pyridin-2-ylmethylene]amino]oxy]acetic acid

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Chemical Property of 2-[[[4-[(4-methylphenyl)thio]thieno[2,3-c]pyridin-2-ylmethylene]amino]oxy]acetic acid

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Technology Process of 2-[[[4-[(4-methylphenyl)thio]thieno[2,3-c]pyridin-2-ylmethylene]amino]oxy]acetic acid

There total 8 articles about 2-[[[4-[(4-methylphenyl)thio]thieno[2,3-c]pyridin-2-ylmethylene]amino]oxy]acetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 645-88-5
aminooxyacetic acid

: 251992-72-0
4-[(4-methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxaldehyde

: 251992-75-3
2-[[[4-[(4-methylphenyl)thio]thieno[2,3-c]pyridin-2-ylmethylene]amino]oxy]acetic acid

Guidance literature:: With pyridine; In ethanol; at 20 ℃; for 18h;
DOI:10.1021/jm000452m

Reference yield:

: 2457-47-8
3,5-dichloropyridine

: 251992-75-3
2-[[[4-[(4-methylphenyl)thio]thieno[2,3-c]pyridin-2-ylmethylene]amino]oxy]acetic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

1.2: 90 percent / tetrahydrofuran / 1.4 h / -78 °C

2.1: K₂CO₃ / dimethylformamide / 1.5 h / 0 - 20 °C

3.1: K₂CO₃ / dimethylformamide / 2 h / 60 °C

4.1: 93 percent / aq. LiOH / propan-2-ol / 1 h / 75 °C

5.1: oxalyl chloride; DMF / CH₂Cl₂ / 0.5 h / 20 °C

6.1: tetrahydrofuran / 0.5 h / 20 °C

7.1: 100 percent / DIBAL-H / tetrahydrofuran / 0.75 h

8.1: pyridine / ethanol / 18 h / 20 °C

With pyridine; lithium hydroxide; oxalyl dichloride; diisobutylaluminium hydride; potassium carbonate; N,N-dimethyl-formamide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jm000452m

Reference yield:

: 136590-83-5
3,5-dichloropyridine-4-carboxaldehyde

: 251992-75-3
2-[[[4-[(4-methylphenyl)thio]thieno[2,3-c]pyridin-2-ylmethylene]amino]oxy]acetic acid

Guidance literature:: Multi-step reaction with 7 steps

1: K₂CO₃ / dimethylformamide / 1.5 h / 0 - 20 °C

2: K₂CO₃ / dimethylformamide / 2 h / 60 °C

3: 93 percent / aq. LiOH / propan-2-ol / 1 h / 75 °C

4: oxalyl chloride; DMF / CH₂Cl₂ / 0.5 h / 20 °C

5: tetrahydrofuran / 0.5 h / 20 °C

6: 100 percent / DIBAL-H / tetrahydrofuran / 0.75 h

7: pyridine / ethanol / 18 h / 20 °C

With pyridine; lithium hydroxide; oxalyl dichloride; diisobutylaluminium hydride; potassium carbonate; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jm000452m