N-[3,4-dihydro-4-(hydroxymethyl)-2,2,4-trimethyl-2H-1-benzothiopyran-6-yl]-N'-(4-nitrophenyl)thiourea

Base Information

Chemical Name:N-[3,4-dihydro-4-(hydroxymethyl)-2,2,4-trimethyl-2H-1-benzothiopyran-6-yl]-N'-(4-nitrophenyl)thiourea
CAS No.:1270009-53-4
Molecular Formula:C₂₀H₂₃N₃O₃S₂
Molecular Weight:417.553
Hs Code.:

Synonyms:

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Chemical Property of N-[3,4-dihydro-4-(hydroxymethyl)-2,2,4-trimethyl-2H-1-benzothiopyran-6-yl]-N'-(4-nitrophenyl)thiourea

Chemical Property:

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Technology Process of N-[3,4-dihydro-4-(hydroxymethyl)-2,2,4-trimethyl-2H-1-benzothiopyran-6-yl]-N'-(4-nitrophenyl)thiourea

There total 14 articles about N-[3,4-dihydro-4-(hydroxymethyl)-2,2,4-trimethyl-2H-1-benzothiopyran-6-yl]-N'-(4-nitrophenyl)thiourea 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: 82.0%

: 1270009-63-6
(6-amino-2,2,4-trimethylthiochroman-4-yl)methanol

: 2131-61-5
p-nitrophenyl isothiocyanate

: 1270009-53-4
N-[3,4-dihydro-4-(hydroxymethyl)-2,2,4-trimethyl-2H-1-benzothiopyran-6-yl]-N'-(4-nitrophenyl)thiourea

Guidance literature:: In tetrahydrofuran; at 0 - 20 ℃; for 24h; Cooling with ice; Inert atmosphere;
DOI:10.1080/10426507.2010.534521

Reference yield:

: 1270009-54-5
C₁₅H₂₁NOSSi

: 1270009-53-4
N-[3,4-dihydro-4-(hydroxymethyl)-2,2,4-trimethyl-2H-1-benzothiopyran-6-yl]-N'-(4-nitrophenyl)thiourea

Guidance literature:: Multi-step reaction with 10 steps

1.1: pyridine; trichlorophosphate / benzene / 4 h / Reflux

2.1: sodium tetrahydroborate / ethanol / 0.75 h / Reflux

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

3.2: 0.75 h / 20 °C / Inert atmosphere

4.1: sulfuric acid; water / 2 h / 100 °C / Inert atmosphere

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

6.1: dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere

7.1: nitric acid; acetic anhydride / 1.5 h / -5 °C / Inert atmosphere

8.1: iron; acetic acid / 0.25 h / 115 °C / Inert atmosphere

9.1: water; sodium hydroxide / 0.5 h / 90 °C / Inert atmosphere

10.1: tetrahydrofuran / 24 h / 0 - 20 °C / Cooling with ice; Inert atmosphere

With pyridine; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; sulfuric acid; water; nitric acid; acetic anhydride; iron; sodium hydride; acetic acid; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1080/10426507.2010.534521

Reference yield:

: 1270009-58-9
2,2,4-trimethylthiochroman-4-carboxylic acid

: 1270009-53-4
N-[3,4-dihydro-4-(hydroxymethyl)-2,2,4-trimethyl-2H-1-benzothiopyran-6-yl]-N'-(4-nitrophenyl)thiourea

Guidance literature:: Multi-step reaction with 6 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

2: dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere

3: nitric acid; acetic anhydride / 1.5 h / -5 °C / Inert atmosphere

4: iron; acetic acid / 0.25 h / 115 °C / Inert atmosphere

5: water; sodium hydroxide / 0.5 h / 90 °C / Inert atmosphere

6: tetrahydrofuran / 24 h / 0 - 20 °C / Cooling with ice; Inert atmosphere

With dmap; lithium aluminium tetrahydride; water; nitric acid; acetic anhydride; iron; acetic acid; sodium hydroxide; In tetrahydrofuran; dichloromethane;
DOI:10.1080/10426507.2010.534521