Dimethyl-{4-[(7-methyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)-hydrazonomethyl]-phenyl}-amine

Base Information

• Chemical Name: Dimethyl-{4-[(7-methyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)-hydrazonomethyl]-phenyl}-amine
• CAS No.: 137438-27-8
• Molecular Formula: C₂₀H₂₃N₅S
• Molecular Weight: 365.502

Synonyms:Dimethyl-{4-[(7-methyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)-hydrazonomethyl]-phenyl}-amine

Chemical Property of Dimethyl-{4-[(7-methyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)-hydrazonomethyl]-phenyl}-amine

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Technology Process of Dimethyl-{4-[(7-methyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)-hydrazonomethyl]-phenyl}-amine

There total 4 articles about Dimethyl-{4-[(7-methyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)-hydrazonomethyl]-phenyl}-amine 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: 91.0%

4-hydrazino-7-methyl-5,6,7,8-tetrahydrobenzothieno<2,3-d>pyrimidine (137438-24-5) + 4-dimethylamino-benzaldehyde (100-10-7) → Dimethyl-{4-[(7-methyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)-hydrazonomethyl]-phenyl}-amine (137438-27-8)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 7h; Heating;

Reference yield:

2-amino-6-methyl-4,5,6,7-tetrahydrobenzothiophene-3-carboxamide (95211-68-0) → Dimethyl-{4-[(7-methyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)-hydrazonomethyl]-phenyl}-amine (137438-27-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / toluene

2: 75 percent / POCl₃ / 6 h / Heating

3: 80 percent / H₂N-NH₂*H₂O / methanol / 4 h / Heating

4: 91 percent / p-TsOH / toluene / 7 h / Heating

With toluene-4-sulfonic acid; hydrazine hydrate; trichlorophosphate; In methanol; toluene;

Reference yield:

4-chloro-7-methyl-5,6,7,8-tetrahydrobenzothieno<2,3-b>pyrimidine (137438-23-4) → Dimethyl-{4-[(7-methyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)-hydrazonomethyl]-phenyl}-amine (137438-27-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / H₂N-NH₂*H₂O / methanol / 4 h / Heating

2: 91 percent / p-TsOH / toluene / 7 h / Heating

With toluene-4-sulfonic acid; hydrazine hydrate; In methanol; toluene;

upstream raw materials:

4-hydrazino-7-methyl-5,6,7,8-tetrahydrobenzothieno<2,3-d>pyrimidine

4-dimethylamino-benzaldehyde

2-amino-6-methyl-4,5,6,7-tetrahydrobenzothiophene-3-carboxamide

4-chloro-7-methyl-5,6,7,8-tetrahydrobenzothieno<2,3-b>pyrimidine

Downstream raw materials:

Dimethyl-[4-(8-methyl-7,8,9,10-tetrahydro-6-thia-1,2,3a,5-tetraaza-cyclopenta[c]fluoren-3-yl)-phenyl]-amine

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