4-{(E)-[3-(1,3-benzothiazol-2-yl)-2-hydroxynaphthalen-1-yl]diazenyl}benzenesulfonic acid

Base Information

• Chemical Name: 4-{(E)-[3-(1,3-benzothiazol-2-yl)-2-hydroxynaphthalen-1-yl]diazenyl}benzenesulfonic acid
• CAS No.: 1421859-20-2
• Molecular Formula: C₂₃H₁₅N₃O₄S₂
• Molecular Weight: 461.522

Synonyms:4-{(E)-[3-(1,3-benzothiazol-2-yl)-2-hydroxynaphthalen-1-yl]diazenyl}benzenesulfonic acid

Chemical Property of 4-{(E)-[3-(1,3-benzothiazol-2-yl)-2-hydroxynaphthalen-1-yl]diazenyl}benzenesulfonic acid

Chemical Property:

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Technology Process of 4-{(E)-[3-(1,3-benzothiazol-2-yl)-2-hydroxynaphthalen-1-yl]diazenyl}benzenesulfonic acid

There total 3 articles about 4-{(E)-[3-(1,3-benzothiazol-2-yl)-2-hydroxynaphthalen-1-yl]diazenyl}benzenesulfonic 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: 80.0%

3-(1,3-benzothiazol-2-yl)naphthalen-2-ol (25389-29-1) + 4-aminobenzene sulfonic acid (121-57-3,856062-06-1) → 4-{(E)-[3-(1,3-benzothiazol-2-yl)-2-hydroxynaphthalen-1-yl]diazenyl}benzenesulfonic acid (1421859-20-2)

Guidance literature:

4-aminobenzene sulfonic acid; With hydrogenchloride; sodium carbonate; sodium nitrite; In water; at 0 - 15 ℃;

3-(1,3-benzothiazol-2-yl)naphthalen-2-ol; With sodium hydroxide; In methanol; water; at 0 - 5 ℃; pH=9 - 10;

DOI:10.1007/s10895-012-1064-y

Reference yield:

3-Hydroxy-2-naphthoic acid (92-70-6) → 4-{(E)-[3-(1,3-benzothiazol-2-yl)-2-hydroxynaphthalen-1-yl]diazenyl}benzenesulfonic acid (1421859-20-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: phosphorus trichloride / toluene / 4 h / 40 - 45 °C / Reflux

2.1: sodium nitrite; sodium carbonate; hydrogenchloride / water / 0 - 15 °C

2.2: 0 - 5 °C / pH 9 - 10

With hydrogenchloride; sodium carbonate; sodium nitrite; phosphorus trichloride; In water; toluene;

DOI:10.1007/s10895-012-1064-y

Reference yield:

2-amino-benzenethiol (137-07-5) → 4-{(E)-[3-(1,3-benzothiazol-2-yl)-2-hydroxynaphthalen-1-yl]diazenyl}benzenesulfonic acid (1421859-20-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: phosphorus trichloride / toluene / 4 h / 40 - 45 °C / Reflux

2.1: sodium nitrite; sodium carbonate; hydrogenchloride / water / 0 - 15 °C

2.2: 0 - 5 °C / pH 9 - 10

With hydrogenchloride; sodium carbonate; sodium nitrite; phosphorus trichloride; In water; toluene;

DOI:10.1007/s10895-012-1064-y

upstream raw materials:

3-Hydroxy-2-naphthoic acid

2-amino-benzenethiol

3-(1,3-benzothiazol-2-yl)naphthalen-2-ol

4-aminobenzene sulfonic acid

Downstream raw materials:

4-[4-(1,3-benzothiazol-2-yl)naphtho[1,2-d][1,3]oxazol-2-yl]benzene-1,3-diol

2-[4-(1,3-benzothiazol-2-yl)naphtho[1,2-d][1,3]oxazol-2-yl]phenol

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