2-(2-(2-(Dipropylamino)ethyl)-6-nitrophenyl)acetic acid hydrochloride

Base Information

• Chemical Name: 2-(2-(2-(Dipropylamino)ethyl)-6-nitrophenyl)acetic acid hydrochloride
• CAS No.: 91374-25-3
• Molecular Formula: C16H25ClN2O4
• Molecular Weight: 344.838
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID00543083
• Mol file: 91374-25-3.mol

Synonyms:91374-25-3;2-(2-(2-(Dipropylamino)ethyl)-6-nitrophenyl)acetic acid hydrochloride;2-[2-(DIPROPYLAMINO)ETHYL]-6-NITROPHENYLACETIC ACID HYDROCHLORIDE;2-[2-[2-(dipropylamino)ethyl]-6-nitrophenyl]acetic acid;hydrochloride;2-(2-(dipropylamino)ethyl)-6-nitrophenylacetic acid hydrochloride;2-[2-[2-(Dipropylamino)ethyl]-6-nitrophenyl]acetic Acid Hydrochloride;FPWCGNYEZSMQIY-UHFFFAOYSA-N;2-[2-(Dipropylamino)ethyl]-6-Nitro-Phenyl Acetic Acid;2-(2-(2-(dipropylamino)ethyl)-6-nitrophenyl)-acetic acid hydrochloride;SCHEMBL2012929;DTXSID00543083;2-(2-(2-(Dipropylamino)ethyl)-6-nitrophenyl)aceticacidhydrochloride;AKOS015890608;AC-24174;J-505423;2-[2-(Dipropylamino)ethyl]-6-nitrophenyl Acetic Acid Hydrochloride;[2-nitro-6-(2-dipropylamino-ethyl)-phenyl]-acetic acid hydrochloride;2-nitro-6-(2-di-n-propylaminoethyl)-phenyl acetic acid hydrochloride;2-Nitro-6-[2-(N,N-Di-n-propyl amino)ethyl]phenyl acetic acid hydrochloride;6-(2-Di-n-propylaminoethyl)-2-nitro phenyl acetic acid hydrochloride;6-[2-(di-n-propylamino) ethyl]-2-nitrophenyl-acetic acid hydrochloride;{2-[2-(Dipropylamino)ethyl]-6-nitrophenyl}acetic acid--hydrogen chloride (1/1);2-Nitro-6(-2-N, N-di-n-propyl amino ethyl) phenyl acetic acid Hydrochloride;Benzeneacetic acid, 2-[2-(dipropylamino)ethyl]-6-nitro-, hydrochloride (1:1);Benzeneacetic acid, 2-[2-(dipropylamino)ethyl]-6-nitro-, monohydrochloride (9CI);6-[2-(Dipropylamino)ethyl]-2-nitrophenylacetic acid hydrochloride;[2-Nitro-6-(2-dipropylaminoethyl)phenyl]acetic acid hydrochloride

Chemical Property of 2-(2-(2-(Dipropylamino)ethyl)-6-nitrophenyl)acetic acid hydrochloride

Chemical Property:

• Melting Point: 188-192 °C
• PSA: 86.36000
• LogP: 4.21160
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 344.1502850
• Heavy Atom Count: 23
• Complexity: 351

Purity/Quality:

99% ^*data from raw suppliers

2-[2-(Dipropylamino)ethyl]-6-nitrophenylAceticAcidHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN(CCC)CCC1=C(C(=CC=C1)[N+](=O)[O-])CC(=O)O.Cl
• Uses: A metabolite of Ropinirole (R641000).

Technology Process of 2-(2-(2-(Dipropylamino)ethyl)-6-nitrophenyl)acetic acid hydrochloride

There total 12 articles about 2-(2-(2-(Dipropylamino)ethyl)-6-nitrophenyl)acetic acid hydrochloride 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%

<2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>pyruvic acid (97351-95-6) → <2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>acetic acid hydrochloride (91374-25-3)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; for 1h; Ambient temperature;

DOI:10.1021/jm00148a028

Reference yield:

ethyl 6-[2-(di-n-propylamino)ethyl]-2-nitrophenyl pyruvate (91374-24-2) → <2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>acetic acid hydrochloride (91374-25-3)

Guidance literature:

ethyl 6-[2-(di-n-propylamino)ethyl]-2-nitrophenyl pyruvate; With water; sodium hydroxide; In methanol; toluene; at 0 - 5 ℃; pH=12;

With dihydrogen peroxide; In methanol; water; toluene; at 15 ℃;

With hydrogenchloride; In methanol; water; toluene; at 25 - 70 ℃; pH=< 2; Activated charcoal;

Reference yield:

2-methyl-3-nitrobenzic acid (1975-50-4) → <2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>acetic acid hydrochloride (91374-25-3)

Guidance literature:

Multi-step reaction with 9 steps

1: 100 percent / BH₃ / tetrahydrofuran

2: 100 percent / SOCl₂, pyridine

3: 99 percent / ethanol; H₂O

4: 97 percent / H₂SO₄, HOAc / H₂O

5: SOCl₂

6: Na₂CO₃ / toluene; H₂O / 1.) 10 deg C, 0.5 h, 2.) RT, 1 h

7: 83 percent / BH₃ / tetrahydrofuran / 1.) reflux, 1h, 2.) overnight

8: 1.) K, EtOH / 1.) Et₂O, 10 min, 2.) Et₂O, overnight

9: 80 percent / 2percent aq. NaOH, 30percent aq. H₂O₂ / 1 h / Ambient temperature

With pyridine; sodium hydroxide; thionyl chloride; ethanol; sulfuric acid; borane; dihydrogen peroxide; sodium carbonate; acetic acid; In tetrahydrofuran; ethanol; water; toluene;

DOI:10.1021/jm00148a028

upstream raw materials:

<2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>pyruvic acid

2-methyl-3-nitrobenzic acid

(2-methyl-3-nitrophenyl)methanol

2-(3-nitro-2-methylphenyl)acetic acid

Downstream raw materials:

ropinirole hydrochloride

Ropinirole

Refernces

• 1、 -. "AN INDUSTRIAL PROCESS FOR THE PREPARATION OF PURE ROPINIROLE". Page/Page column 6-8. . Retrieved 2008/12/07.
• 2、 Gallagher, Gregory,Lavanchy, Patricia G.,Wilson, James W.,Hieble, J. Paul,DeMarinis, Robert M.. "4--2(3H)-indolone: A Prejunctional Dopamine Receptor Agonist". . p. 1533 - 1536. Retrieved 2007/10/02.