Dodecanohydrazide

Base Information

• Chemical Name: Dodecanohydrazide
• CAS No.: 5399-22-4
• Molecular Formula: C12H26N2O
• Molecular Weight: 214.351
• Hs Code.: 2928000090
• NSC Number: 1136
• DSSTox Substance ID: DTXSID90277204
• Nikkaji Number: J27.721E
• Wikidata: Q72470319
• Mol file: 5399-22-4.mol

Synonyms:Dodecanohydrazide;dodecanehydrazide;5399-22-4;Lauric acid hydrazide;Dodecanoic acid, hydrazide;Dodecanoic hydrazide;Dodecanoic hydrazid;Lauric acid, hydrazide;Lauryl hydrazine;Dodecanoic acid hydrazide;Lauroylhydrazine;Dodec acid hydr;dodecanoyl hydrazine;Maybridge1_008355;SCHEMBL998990;HMS565D17;DTXSID90277204;NSC1136;CHEBI:183765;NSC 1136;NSC-1136;AM9948;BBL017260;CCG-42935;Lauryl hydrazine Dodecanoic hydrazide;MFCD00025132;STK442841;AKOS000305437;SB86282;AS-14728;CS-0315851;FT-0625571;A829894;A833109;SR-01000632894-1

Chemical Property of Dodecanohydrazide

Chemical Property:

• Melting Point: 104.5 °C(Solv: ethanol (64-17-5))
• Boiling Point: 360.3 °C at 760 mmHg
• PKA: 13.29±0.35(Predicted)
• Flash Point: 171.7 °C
• PSA: 55.12000
• Density: 0.907 g/cm³
• LogP: 3.98840
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 214.204513457
• Heavy Atom Count: 15
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

Dodecanohydrazide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC(=O)NN
• Uses: Dodecanohydrazide is used in preparation of Amino Acid derivatives with anticancer activity.

Technology Process of Dodecanohydrazide

There total 3 articles about Dodecanohydrazide 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: 41.0%

3-dodecanoyl-2-thioxo-2,3-dihydroquinazolin-4(1H)-one → 2-thioxo-2,3-dihydro-1H-quinazolin-4-one (13906-09-7) + dodecanehydrazide (5399-22-4) + 3-undecyl-[1,2,4]triazolo[3,4-b]quinazolin-5(10H)-one

Guidance literature:

With hydrazine hydrate; triethylamine; In butan-1-ol; Reflux;

DOI:10.1515/chempap-2016-0042

Reference yield: 38.0%

ethyl 2-(3-dodecanoylthioureido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate → dodecanehydrazide (5399-22-4) + 4-oxo-2-thioxo-1,2,3,4,5,6,7,8-octahydrobenzothieno<2,3-d>pyrimidine (38201-60-4)

Guidance literature:

With hydrazine hydrate; In ethanol; for 3h; Reflux;

DOI:10.1248/cpb.c15-00463

Reference yield:

2-(3-dodecanoylthioureido)benzoic acid → 2-thioxo-2,3-dihydro-1H-quinazolin-4-one (13906-09-7) + dodecanehydrazide (5399-22-4) + 3-undecyl-[1,2,4]triazolo[3,4-b]quinazolin-5(10H)-one

Guidance literature:

Multi-step reaction with 2 steps

1: acetic anhydride / 1 h / Reflux

2: triethylamine; hydrazine hydrate / butan-1-ol / Reflux

With hydrazine hydrate; acetic anhydride; triethylamine; In butan-1-ol;

DOI:10.1515/chempap-2016-0042

Downstream raw materials:

N'-dodecanoyl-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carbohydrazide

N'-dodecanoyl-1-ethyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carbohydrazide

1-benzyl-7-chloro-N'-dodecanoyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carbohydrazide

n-dodecanoyl chloride

Refernces

• 1、 Hemdan, Magdy Mohamed,El-Mawgoude, Heba Kamal Abd. "Synthesis and antimicrobial evaluation of thieno[2,3-d]-pyrimidine, thieno[2',3':4,5]pyrimido[1,2-a][1,3,5]triazine, thieno[2,3-d]-1,3-thiazine and 1,2,4-triazole systems". . p. 812 - 818. Retrieved 2015/11/27.