ETHYL 2-([(E)-(DIMETHYLAMINO)METHYLIDENE]AMINO)-4-METHYL-6-PHENYL-6H-1,3-THIAZINE-5-CARBOXYLATE

Base Information

• Chemical Name: ETHYL 2-([(E)-(DIMETHYLAMINO)METHYLIDENE]AMINO)-4-METHYL-6-PHENYL-6H-1,3-THIAZINE-5-CARBOXYLATE
• CAS No.: 123044-12-2
• Molecular Formula: C₁₇H₂₁N₃O₂S
• Molecular Weight: 331.439
• Mol file: 123044-12-2.mol

Synonyms:ethyl 2-[(dimethylamino)methyleneamino]-4-methyl-6-phenyl-6H-1,3-thiazine-5-carboxylate

Chemical Property of ETHYL 2-([(E)-(DIMETHYLAMINO)METHYLIDENE]AMINO)-4-METHYL-6-PHENYL-6H-1,3-THIAZINE-5-CARBOXYLATE

Chemical Property:

Purity/Quality:

Ethyl 2-{[(E)-(dimethylamino)methylidene]amino}-4-methyl-6-phenyl-6H-1,3-thiazine-5-carboxylate ^*data from reagent suppliers

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Technology Process of ETHYL 2-([(E)-(DIMETHYLAMINO)METHYLIDENE]AMINO)-4-METHYL-6-PHENYL-6H-1,3-THIAZINE-5-CARBOXYLATE

There total 3 articles about ETHYL 2-([(E)-(DIMETHYLAMINO)METHYLIDENE]AMINO)-4-METHYL-6-PHENYL-6H-1,3-THIAZINE-5-CARBOXYLATE 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: 52.0%

3-formyl-6-methyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester (123044-10-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → ethyl 1-formyl-4-methyl-2-oxo-6-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate (123044-14-4) + ethyl 2-[(dimethylamino)methyleneamino]-4-methyl-6-phenyl-6H-1,3-thiazine-5-carboxylate (123044-12-2)

Guidance literature:

With trichlorophosphate; at 0 - 90 ℃;

DOI:10.1080/10426500701752903

Reference yield: 12.0%

5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione (123043-88-9,33458-26-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → ethyl 1-formyl-4-methyl-2-oxo-6-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate (123044-14-4) + ethyl 2-[(dimethylamino)methyleneamino]-4-methyl-6-phenyl-6H-1,3-thiazine-5-carboxylate (123044-12-2)

Guidance literature:

With trichlorophosphate; at 85 ℃; for 1h;

Reference yield:

2-(2-ethoxycarbonylethyl)thio-6-methyl-4-phenyl-1,4-dihydropyrimidine-5-carboxylic acid ethyl ester (123044-09-7) → ethyl 2-[(dimethylamino)methyleneamino]-4-methyl-6-phenyl-6H-1,3-thiazine-5-carboxylate (123044-12-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 °C

2: 47 percent / phosphorus oxychloride / 1 h / 85 °C

With trichlorophosphate;

upstream raw materials:

5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione

N,N-dimethyl-formamide

2-(2-ethoxycarbonylethyl)thio-6-methyl-4-phenyl-1,4-dihydropyrimidine-5-carboxylic acid ethyl ester

3-formyl-6-methyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester

Downstream raw materials:

2-amino-4-methyl-6-phenyl-6H-1,3-thiazine-5-carboxylic acid ethyl ester hydrochloride

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