2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole

Base Information

• Chemical Name: 2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole
• CAS No.: 104617-49-4
• Molecular Formula: C₇H₁₁N₃S
• Molecular Weight: 169.25
• Hs Code.: 2934999090
• European Community (EC) Number: 600-587-9,600-708-5,935-091-4
• DSSTox Substance ID: DTXSID60909060
• Mol file: 104617-49-4.mol

Synonyms:104617-49-4;2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole;4,5,6,7-Tetrahydrobenzo[d]thiazole-2,6-diamine;106006-83-1;4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine;2,6-Benzothiazolediamine, 4,5,6,7-tetrahydro-;MFCD07771983;(+/-)-2,6-diamino-4,5,6,7-tetrahydrobenzothiazole;(s)-4,5,6,7-tetrahydro-2,6-benzothiazolediamine;MFCD07369986;( inverted exclamation markA)-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole;4,5,6,7-tetrahydro-2,6-benzothiazolediamine;2,6-diamino-4,5,6,7-tetrahydro-benzthiazole;4,5,6,7-tetrahydro-2,6-benzothiazole diamine;SCHEMBL306888;DTXSID60909060;DRRYZHHKWSHHFT-UHFFFAOYSA-N;( inverted exclamation markA)-2,6-Diamino-4,5,6,7- tetrahydrobenzothiazole;AKOS000138066;AC-5319;SB17766;SB21609;112GI014;AS-12934;SY007512;SY020516;SY021991;CS-0037494;FT-0601674;FT-0602641;FT-0630313;2,6 diamino-4,5,6,7-tetrahydro-benzothiazole;2,6-diamino-4,5,6,7-tetrahydro benzothiazole;2,6-diamino-4,5,6,7-tetrahydro-benzothiazole;EN300-297253;2,6-diamino- 4,5,6,7-tetrahydro-benzthiazole;A801018;A855332;(R)-4,5,6,7-Tetrahydrobenzothiazole-2,6-diamine;J-500030;J-502460;J-507394;Q-200203;2,6-diamino-4,5,6,7-tetrahydro-1,3-benzothiazole;racemic 2,6 diamino-4,5,6,7-tetrahydro-benzothiazole;racemic 2,6-diamino-4,5,6,7-tetrahydro benzothiazole;2,6-DIAMINO-4,5,6,7-TETRAHYDROBENZO[D]THIAZOLE;2-Imino-2,3,4,5,6,7-hexahydro-1,3-benzothiazol-6-amine;(+/-)-4,5,6,7-TETRAHYDROBENZOTHIAZOLE-2,6-DIAMINE

Chemical Property of 2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 2.45E-05mmHg at 25°C
• Refractive Index: 1.655
• Boiling Point: 359 °C at 760 mmHg
• PKA: 9.18±0.20(Predicted)
• Flash Point: 170.9 °C
• PSA: 93.17000
• Density: 1.313 g/cm³
• LogP: 1.82280
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Methanol (Slightly)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 169.06736854
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

(RS)-N-DespropylPramipexole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(CC1N)SC(=N2)N
• Uses: (RS)-N-Despropyl Pramipexole is an intermediate in the synthesis of Pramipexole (P700755), a dopamine-D2-receptor agonist; an antiparkinsonian agent.

Technology Process of 2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole

There total 39 articles about 2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole 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: 92.7%

N-(2-amino-4,5,6,7-tetrahydrobenzo[1,2-d]thiazol-6-yl)acetamide (106006-80-8,104617-51-8) → 2,6-diamino-4,5,6,7-tetrahydro-benzthiazole (106006-83-1,104617-49-4)

Guidance literature:

With hydrogen bromide; Reflux;

DOI:10.1021/acs.jmedchem.5b00489

Reference yield: 92.0%

(S)-4,5,6,7-tetrahydro-benzothiazole-2,6-diamine tartrate trihydrate (873431-80-2) → (S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine (106092-09-5,104617-49-4)

Guidance literature:

(S)-4,5,6,7-tetrahydro-benzothiazole-2,6-diamine tartrate trihydrate; With water; pyrographite; at 80 ℃; for 1h;

With water; potassium hydroxide; sodium hydroxide; at 10 - 20 ℃; for 0.5h; pH=12; Temperature;

Reference yield: 90.0%

(S)-2-acetylamino-6-amino-4,5,6,7-tetrahydrobenzothiazole → (S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine (106092-09-5,104617-49-4)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; at 80 ℃; for 12h;

DOI:10.1016/j.tetasy.2014.07.011

upstream raw materials:

N-(2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)acetamide hydrobromide

2-(2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)isoindoline-1,3-dione

2-Amino-6-phthalimido-4,5,6,7-tetrahydrobenzothiazole hydroiodide

2-amino-6-oxo-4,5,6,7-tetrahydrobenzothiazole

Downstream raw materials:

(R)-4,5,6,7-tetrahydrobenzo[1,2-d]thiazole-2,6-diamine

(R)-(+)-pramipexole