N-(2-chloroethyl)-N-carbamoylprolinamide

Base Information

• Chemical Name: N-(2-chloroethyl)-N-carbamoylprolinamide
• CAS No.: 40856-87-9
• Molecular Formula: C6H8 N2 O2
• Molecular Weight: 140.142
• Hs Code.: 2933990090
• Mol file: 40856-87-9.mol

Synonyms:1H-Pyrrolo[1,2-c]imidazole-1,3(2H)-dione,tetrahydro-, (S)-

Chemical Property of N-(2-chloroethyl)-N-carbamoylprolinamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 52.90000
• Density: 1.4g/cm³
• LogP: -0.08560

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

1H-Pyrrolo(1,2-c)imidazole-1,3(2H)-dione,tetrahydro-,(S)- ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(2-chloroethyl)-N-carbamoylprolinamide

There total 4 articles about N-(2-chloroethyl)-N-carbamoylprolinamide 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: 91.0%

potassium cyanate (590-28-3) + L-proline methyl ester monohydrochloride (2133-40-6) → (S)-tetrahydro-1H-pyrrolo[1,2-c]imidazole-1,3(2H)-dione (40856-87-9,214066-57-6)

Guidance literature:

potassium cyanate; L-proline methyl ester monohydrochloride; In water; Milling; Green chemistry;

With potassium carbonate; triethylamine; In water; Green chemistry;

DOI:10.1021/jo5017629

Reference yield: 68.0%

potassium cyanate (590-28-3) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-tetrahydro-1H-pyrrolo[1,2-c]imidazole-1,3(2H)-dione (40856-87-9,214066-57-6)

Guidance literature:

potassium cyanate; L-proline; In water; for 1h; Reflux;

With hydrogenchloride; In water; for 0.25h; Reflux;

DOI:10.1021/acs.orglett.0c00642

Reference yield: 62.0%

3-oxo-1λ3-benzo[d][1,2]iodaoxole-1(3H)-carbonitrile (172876-96-9) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-tetrahydro-1H-pyrrolo[1,2-c]imidazole-1,3(2H)-dione (40856-87-9,214066-57-6)

Guidance literature:

With dmap; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03843

upstream raw materials:

(S)-1-[¹³C]carbamoylpyrrolidine-2-carboxylic acid

potassium cyanate

L-proline methyl ester monohydrochloride

3-oxo-1λ³-benzo[d][1,2]iodaoxole-1(3H)-carbonitrile

Downstream raw materials:

(-)-(S)-tetrahydro-1H-pyrrolo[1,2-c]imidazol-3(2H)-one