1,4-Butanesultam

Base Information

• Chemical Name: 1,4-Butanesultam
• CAS No.: 37441-50-2
• Molecular Formula: C4H9NO2S
• Molecular Weight: 135.187
• Hs Code.: 2934999090
• European Community (EC) Number: 685-580-9
• NSC Number: 191905
• DSSTox Substance ID: DTXSID70307518
• Nikkaji Number: J1.414.708J,J1.976.522I
• Wikidata: Q82054933
• Mol file: 37441-50-2.mol

Synonyms:1,4-Butanesultam;37441-50-2;1,2-thiazinane 1,1-dioxide;thiazinane 1,1-dioxide;[1,2]thiazinane 1,1-dioxide;2H-1,2-THIAZINE, TETRAHYDRO-, 1,1-DIOXIDE;1lambda6,2-thiazinane-1,1-dione;MFCD04038916;1,4 butanesultam;Sultiame-SO2NH;NSC191905;1,2-thiazinane1,1-dioxide;SCHEMBL73462;TETRAHYDRO-2H-1,2-THIAZINE 1,1-DIOXIDE;1,1-dioxo[1,2]thiazinane;1,2-thiazinane-1,1-dioxide;tetrahydrothiazine-1,1-dioxide;[1,2]thiazinane-1,1-dioxide;DTXSID70307518;DNGMYXZLJGHHOM-UHFFFAOYSA-N;AKOS006228787;AB17207;CS-W005956;NSC-191905;PS-3318;AM803804;SY025101;1,2-Thiazinane 1,1-dioxide, AldrichCPR;B3117;EN300-216075;A874112;Z1201622708

Chemical Property of 1,4-Butanesultam

Chemical Property:

• Vapor Pressure: 0.0406mmHg at 25°C
• Melting Point: 74-84°C
• Refractive Index: 1.48
• Boiling Point: 239.2 °C at 760 mmHg
• PKA: 11.70±0.20(Predicted)
• Flash Point: 98.5 °C
• PSA: 54.55000
• Density: 1.239 g/cm³
• LogP: 1.10920
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 135.03539970
• Heavy Atom Count: 8
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

1,4-Butanesultam ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCS(=O)(=O)NC1

Technology Process of 1,4-Butanesultam

There total 10 articles about 1,4-Butanesultam 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: 77.0%

3-bromo-1-[(methylsulfonyl)amino]propane (63132-77-4) → 1,4-butanesultam (37441-50-2)

Guidance literature:

With n-butyllithium; 1,10-Phenanthroline; diisopropylamine; In tetrahydrofuran; hexane; at -20 - 20 ℃;

DOI:10.1016/j.bmcl.2011.09.056

Reference yield: 74.0%

4-bromo-1-aminobutane (33977-38-7) + methanesulfonyl chloride (124-63-0) → 1,4-butanesultam (37441-50-2)

Guidance literature:

4-bromo-1-aminobutane; methanesulfonyl chloride; With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 3h;

With n-butyllithium; 1,10-Phenanthroline; diisopropylamine; In tetrahydrofuran; at -30 - 0 ℃; for 7h;

Reference yield: 69.0%

4-chlorobutanesulfonamide (3144-06-7) → 1,4-butanesultam (37441-50-2)

Guidance literature:

With sodium ethanolate; In ethanol; at 20 ℃; for 5h; Heating / reflux;

upstream raw materials:

n-butylamine hydrochloride

N-butylamine

4-chlorobutanesulfonamide

bis-(4-amino-butyl)-disulfide; dihydrobromide

Downstream raw materials:

1,1-dimethylethyl 3-bromo-5-(1,1-dioxidotetrahydro-2H-1,2-thiazin-2-yl)benzoate

C₂₅H₂₆F₅NO₅S₂

C₁₄H₁₇NO₆S

2-phenyl-1,2-thiazinane 1,1-dioxide

Refernces

• 1、 -. "Sultam compound and preparation method thereof". Paragraph 0125-0127; 0135-0138; 0151-0154. . Retrieved 2019/11/12.
• 2、 Zartman, C. Blair,Bell, Ian M.,Gallicchio, Steven N.,Graham, Samuel L.,Kane, Stefanie A.,Mallee, John J.,Rutledge, Ruth Z.,Salvatore, Christopher A.,Vacca, Joseph P.,Williams, Theresa M.. "Identification of a novel RAMP-independent CGRP receptor antagonist". scheme or table. p. 6705 - 6708. Retrieved 2011/12/21.