1,3-Bis[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]urea

Base Information

• Chemical Name: 1,3-Bis[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]urea
• CAS No.: 159390-20-2
• Molecular Formula: C13H24 N2 O5
• Molecular Weight: 288.34
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID00403431
• Mol file: 159390-20-2.mol

Synonyms:1,3-Bis[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]urea;159390-20-2;1,3-bis((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)urea;Urea, N,N'-bis[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]-;SCHEMBL16535894;DTXSID00403431;AKOS015913039;1,3-Bis((2,2-dimethyl-1,3-dioxolan-4-yl);J-009602

Chemical Property of 1,3-Bis[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]urea

Chemical Property:

• Boiling Point: 440.0±30.0 °C(Predicted)
• PKA: 13.19±0.46(Predicted)
• PSA: 81.54000
• Density: 1.095±0.06 g/cm3(Predicted)
• LogP: 1.18390
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 288.16852187
• Heavy Atom Count: 20
• Complexity: 327

Purity/Quality:

97% ^*data from raw suppliers

1,3-BIS[(2,2-DIMETHYL-1,3-DIOXOLAN-4-YL)METHYL]UREA 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(OCC(O1)CNC(=O)NCC2COC(O2)(C)C)C

Technology Process of 1,3-Bis[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]urea

There total 4 articles about 1,3-Bis[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]urea 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: 87.0%

phosgene (75-44-5) + 4-aminomethyl-2,2-dimethyl[1,3]dioxolane (22195-47-7,96894-67-6) → N,N'-bis<<4-(2,2-dimethyl-1,3-dioxolyl)>methyl>urea (159390-20-2)

Guidance literature:

With sodium hydrogencarbonate; In toluene; for 16h; Ambient temperature;

DOI:10.1021/jo00103a054

Reference yield:

4-(azidomethyl)-2,2?dimethyl-1,3-dioxolane (25261-56-7) → N,N'-bis<<4-(2,2-dimethyl-1,3-dioxolyl)>methyl>urea (159390-20-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / aq. Na₂S / methanol / 24 h / 55 °C

2: 87 percent / aq. NaHCO₃ / toluene / 16 h / Ambient temperature

With sodium sulfide; sodium hydrogencarbonate; In methanol; toluene;

DOI:10.1021/jo00103a054

Reference yield:

(2,2-dimethyl-1,3-dioxolan-4-yl)methyl methanesulfonate (34331-40-3,84806-02-0) → N,N'-bis<<4-(2,2-dimethyl-1,3-dioxolyl)>methyl>urea (159390-20-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / aq. NaN₃ / dimethylformamide / 6 h / 110 °C

2: 93 percent / aq. Na₂S / methanol / 24 h / 55 °C

3: 87 percent / aq. NaHCO₃ / toluene / 16 h / Ambient temperature

With sodium sulfide; sodium azide; sodium hydrogencarbonate; In methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00103a054

upstream raw materials:

phosgene

4-aminomethyl-2,2-dimethyl[1,3]dioxolane

4-(azidomethyl)-2,2?dimethyl-1,3-dioxolane

(2,2-dimethyl-1,3-dioxolan-4-yl)methyl methanesulfonate

Downstream raw materials:

bis<<4-(2,2-dimethyl-1,3-dioxolyl)>methyl>carbodiimide

2-Benzyl-1,3-bis-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-isourea