(2,5-Bis(1-aziridinyl)-3,6-dioxo-1,4-cyclohexadiene-1,4-diyl)biscarbam ic acid, dipropyl ester

Base Information

• Chemical Name: (2,5-Bis(1-aziridinyl)-3,6-dioxo-1,4-cyclohexadiene-1,4-diyl)biscarbam ic acid, dipropyl ester
• CAS No.: 125659-90-7
• Molecular Formula: C18H24 N4 O6
• Molecular Weight: 0
• Mol file: 125659-90-7.mol

Synonyms:Carbamicacid, [2,5-bis(1-aziridinyl)-3,6-dioxo-1,4-cyclohexadiene-1,4-diyl]bis-,dipropyl ester (9CI)

Chemical Property of (2,5-Bis(1-aziridinyl)-3,6-dioxo-1,4-cyclohexadiene-1,4-diyl)biscarbam ic acid, dipropyl ester

Chemical Property:

• Vapor Pressure: 8.23E-10mmHg at 25°C
• Boiling Point: 491.6°Cat760mmHg
• Flash Point: 251.1°C
• PSA: 123.80000
• Density: 1.38g/cm³
• LogP: 0.74960

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2,5-Bis(1-aziridinyl)-3,6-dioxo-1,4-cyclohexadiene-1,4-diyl)biscarbam ic acid, dipropyl ester

There total 6 articles about (2,5-Bis(1-aziridinyl)-3,6-dioxo-1,4-cyclohexadiene-1,4-diyl)biscarbam ic acid, dipropyl ester 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%

ethyleneimine (151-56-4,9002-98-6) + (2,5-Dichloro-3,6-dioxo-4-propoxycarbonylamino-cyclohexa-1,4-dienyl)-carbamic acid propyl ester (125659-86-1) → (2,5-Bis-aziridin-1-yl-3,6-dioxo-4-propoxycarbonylamino-cyclohexa-1,4-dienyl)-carbamic acid propyl ester (125659-90-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 10h; Ambient temperature;

DOI:10.1055/s-1989-27348

Reference yield:

2,5-diamino-3,6-dichloro-1,4-benzoquinone (3908-48-3) → (2,5-Bis-aziridin-1-yl-3,6-dioxo-4-propoxycarbonylamino-cyclohexa-1,4-dienyl)-carbamic acid propyl ester (125659-90-7)

Guidance literature:

Multi-step reaction with 5 steps

1: Na₂S₂O₄ / H₂O; cyclohexane / 0.33 h / 25 °C

2: H₂O; cyclohexane / 4 h / 25 °C

3: FeCl₃, aq. HCl / 3 h / 25 °C

4: 78 percent / conc. H₂SO₄ / 16 h / Heating

5: 82 percent / Et₃N / tetrahydrofuran / 10 h / Ambient temperature

With hydrogenchloride; sodium dithionite; sulfuric acid; iron(III) chloride; triethylamine; In tetrahydrofuran; cyclohexane; water;

DOI:10.1055/s-1989-27348

Reference yield:

3,6-diamino-2,5-dichloro-1,4-hydroquinone (24118-25-0) → (2,5-Bis-aziridin-1-yl-3,6-dioxo-4-propoxycarbonylamino-cyclohexa-1,4-dienyl)-carbamic acid propyl ester (125659-90-7)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂O; cyclohexane / 4 h / 25 °C

2: FeCl₃, aq. HCl / 3 h / 25 °C

3: 78 percent / conc. H₂SO₄ / 16 h / Heating

4: 82 percent / Et₃N / tetrahydrofuran / 10 h / Ambient temperature

With hydrogenchloride; sulfuric acid; iron(III) chloride; triethylamine; In tetrahydrofuran; cyclohexane; water;

DOI:10.1055/s-1989-27348

upstream raw materials:

ethyleneimine

(2,5-Dichloro-3,6-dioxo-4-propoxycarbonylamino-cyclohexa-1,4-dienyl)-carbamic acid propyl ester

2,5-diamino-3,6-dichloro-1,4-benzoquinone

3,6-diamino-2,5-dichloro-1,4-hydroquinone

Refernces