3-benzyloxy-4-chloro-5,6-dimethylanthranilic acid

Base Information

Chemical Name:3-benzyloxy-4-chloro-5,6-dimethylanthranilic acid
CAS No.:160582-53-6
Molecular Formula:C₁₆H₁₆ClNO₃
Molecular Weight:305.761
Hs Code.:

Synonyms:3-benzyloxy-4-chloro-5,6-dimethylanthranilic acid

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Chemical Property of 3-benzyloxy-4-chloro-5,6-dimethylanthranilic acid

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Technology Process of 3-benzyloxy-4-chloro-5,6-dimethylanthranilic acid

There total 6 articles about 3-benzyloxy-4-chloro-5,6-dimethylanthranilic 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: 90.0%

: 160582-52-5
7-benzyloxy-6-chloro-4,5-dimethylisatin

: 160582-53-6
3-benzyloxy-4-chloro-5,6-dimethylanthranilic acid

Guidance literature:: With sodium hydroxide; dihydrogen peroxide; In 1,4-dioxane; at 10 ℃;
DOI:10.1016/S0223-5234(99)00220-2

Reference yield:

: 95-65-8
3,4-Dimethylphenol

: 160582-53-6
3-benzyloxy-4-chloro-5,6-dimethylanthranilic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: 36 percent / 90 percent HNO₃ / CH₂Cl₂ / 1.5 h / 2 - 20 °C

2.1: 77 percent / Cl₂ / CHCl₃ / 26 h

3.1: 91 percent / K₂CO₃ / dimethylformamide / 8 h / 20 °C

4.1: 79 percent / CuCl; KBH₄ / methanol / 2 °C

5.1: aq. HCl / dimethylformamide; H₂O / 20 - 105 °C

5.2: 47 percent / NH₂OH*HCl / H₂O; dimethylformamide / 1 h / 105 °C

6.1: conc. H₂SO₄ / 0.17 h / 80 °C

6.2: 2 percent / K₂CO₃ / dimethylformamide / 30 h / 20 °C

7.1: 90 percent / aq. NaOH; 30 percent H₂O₂ / dioxane / 10 °C

With hydrogenchloride; sodium hydroxide; potassium borohydride; sulfuric acid; dihydrogen peroxide; nitric acid; chlorine; potassium carbonate; copper(l) chloride; In 1,4-dioxane; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 1.1: Nitration / 2.1: Chlorination / 3.1: Etherification / 4.1: Reduction / 5.1: Condensation / 5.2: Condensation / 6.1: Cyclization / 6.2: Etherification / 7.1: Ring cleavage;
DOI:10.1016/S0223-5234(99)00220-2

Reference yield:

: 18087-10-0
4,5-dimethyl-2-nitrophenol

: 160582-53-6
3-benzyloxy-4-chloro-5,6-dimethylanthranilic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 77 percent / Cl₂ / CHCl₃ / 26 h

2.1: 91 percent / K₂CO₃ / dimethylformamide / 8 h / 20 °C

3.1: 79 percent / CuCl; KBH₄ / methanol / 2 °C

4.1: aq. HCl / dimethylformamide; H₂O / 20 - 105 °C

4.2: 47 percent / NH₂OH*HCl / H₂O; dimethylformamide / 1 h / 105 °C

5.1: conc. H₂SO₄ / 0.17 h / 80 °C

5.2: 2 percent / K₂CO₃ / dimethylformamide / 30 h / 20 °C

6.1: 90 percent / aq. NaOH; 30 percent H₂O₂ / dioxane / 10 °C

With hydrogenchloride; sodium hydroxide; potassium borohydride; sulfuric acid; dihydrogen peroxide; chlorine; potassium carbonate; copper(l) chloride; In 1,4-dioxane; methanol; chloroform; water; N,N-dimethyl-formamide; 1.1: Chlorination / 2.1: Etherification / 3.1: Reduction / 4.1: Condensation / 4.2: Condensation / 5.1: Cyclization / 5.2: Etherification / 6.1: Ring cleavage;
DOI:10.1016/S0223-5234(99)00220-2