Spiro[2H-indole-2,3'-[3H]naphth[2,1-b][1,4]oxazine], 1,3-dihydro-1,3,3-trimethyl-6'-(1-piperidinyl)-

Base Information

• Chemical Name: Spiro[2H-indole-2,3'-[3H]naphth[2,1-b][1,4]oxazine], 1,3-dihydro-1,3,3-trimethyl-6'-(1-piperidinyl)-
• CAS No.: 114747-45-4
• Deprecated CAS: 149140-06-7,885677-14-5,891787-37-4
• Molecular Formula: C27H29N3O
• Molecular Weight: 411.547
• DSSTox Substance ID: DTXSID30888873
• Nikkaji Number: J504.453G
• Mol file: 114747-45-4.mol

Synonyms:114747-45-4;1,3,3-trimethyl-6'-(piperidin-1-yl)spiro[indoline-2,3'-naphtho[2,1-b][1,4]oxazine];Technocolor Purple 3;Spiro[2H-indole-2,3'-[3H]naphth[2,1-b][1,4]oxazine], 1,3-dihydro-1,3,3-trimethyl-6'-(1-piperidinyl)-;1,3,3-Trimethylindolino-6'-(1-piperidinyl)spironaphthoxazine;1',3',3'-trimethyl-6-piperidin-1-ylspiro[benzo[f][1,4]benzoxazine-3,2'-indole];MFCD00329486;Spiro(2H-indole-2,3'-(3H)naphth(2,1-b)(1,4)oxazine), 1,3-dihydro-1,3,3-trimethyl-6'-(1-piperidinyl)-;C27H29N3O;YAWJWXXKKHOMQT-UHFFFAOYSA-N;Oprea1_572848;SCHEMBL2398584;DTXSID30888873;AKOS015908967;SB64047;DS-19706;SY042979;CS-0161860;FT-0706668;C71471;A907374;1,3,3-Trimethyl-6'-(1-piperidinyl)spiro[indoline-2,3'-naphtho[2,1-b][1,4]oxazine];6'-piperidino-1,3,3-trimethyl spiro[indole-2,3'-[3h]naphtho[2,1-b][1,4]oxazine];1,3,3-Trimethyl-6 inverted exclamation mark -(1-piperidinyl)spiro[indoline-2,3 inverted exclamation mark -naphtho[2,1-b][1,4]oxazine];1,3-Dihydro-6'-piperidino-1,3,3-trimethylspiro-[2H-indole-2,3'-[3H]-naphtho[2,1-b][1,4]oxazine]

Chemical Property of Spiro[2H-indole-2,3'-[3H]naphth[2,1-b][1,4]oxazine], 1,3-dihydro-1,3,3-trimethyl-6'-(1-piperidinyl)-

Chemical Property:

• Melting Point: 228-230 °C
• Boiling Point: 637.2 °C at 760 mmHg
• PKA: 4.99±0.20(Predicted)
• Flash Point: 339.2 °C
• PSA: 28.07000
• Density: 1.22 g/cm³
• LogP: 5.61430
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 411.231062557
• Heavy Atom Count: 31
• Complexity: 701

Purity/Quality:

99% ^*data from raw suppliers

1,3,3-Trimethyl-6''-(piperidin-1-yl)spiro[indoline-2,3''-naphtho[2,1-b][1,4]oxazine] ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2=CC=CC=C2N(C13C=NC4=C(O3)C=C(C5=CC=CC=C54)N6CCCCC6)C)C
• Uses: 1,3,3-Trimethyl-6''-(piperidin-1-yl)spiro[indoline-2,3''-naphtho[2,1-b][1,4]oxazine] is used in preparation of (dihydrotrimethylindol)(piperidinyl)naphthoxazole as light controlled fluorescent modulating material.

Technology Process of Spiro[2H-indole-2,3'-[3H]naphth[2,1-b][1,4]oxazine], 1,3-dihydro-1,3,3-trimethyl-6'-(1-piperidinyl)-

There total 13 articles about Spiro[2H-indole-2,3'-[3H]naphth[2,1-b][1,4]oxazine], 1,3-dihydro-1,3,3-trimethyl-6'-(1-piperidinyl)- 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: 68.0%

piperidine (110-89-4) + 1,3,3-Trimethyl-2-methyleneindoline (118-12-7) + 1-Nitroso-2-naphthol (131-91-9) → 6'-piperidine-1,3,3-trimethylspiro(indoline-2,3'[3H]naphth[2,1-b][1,4]oxazine) (114747-45-4)

Guidance literature:

1-Nitroso-2-naphthol; With zinc(II) chloride; In tetrahydrofuran; water; at 20 ℃; for 0.333333h;

piperidine; In ethanol; for 2h; Reflux;

1,3,3-Trimethyl-2-methyleneindoline; With sodium sulfate; In ethanol; for 20h; Reflux; Inert atmosphere;

DOI:10.1055/s-0030-1258197

Reference yield: 30.0%

1,3,3-Trimethyl-2-methyleneindoline (118-12-7) + 1-Nitroso-4-piperidin-1-yl-naphthalen-2-ol (149140-04-5) → 6'-piperidine-1,3,3-trimethylspiro(indoline-2,3'[3H]naphth[2,1-b][1,4]oxazine) (114747-45-4)

Guidance literature:

In 1,4-dioxane; Heating;

DOI:10.1080/10587259408037780

Reference yield: 13.0%

piperidine (110-89-4) + 1,3,3-Trimethyl-2-methyleneindoline (118-12-7) + 1-aminonaphthalene-2-ol hydrochloride (1198-27-2) → 6'-piperidine-1,3,3-trimethylspiro(indoline-2,3'[3H]naphth[2,1-b][1,4]oxazine) (114747-45-4)

Guidance literature:

With dimethyl sulfoxide; triethylamine; In methanol; at 40 ℃; for 20h;

DOI:10.1055/s-2005-870006

upstream raw materials:

1,3,3-Trimethyl-2-methyleneindoline

1-Nitroso-4-piperidin-1-yl-naphthalen-2-ol

piperidine

1-aminonaphthalene-2-ol hydrochloride

Refernces

• 1、 Atassi, Yomen,Delaire, Jacques A.,Nakatani, Keitaro. "Coupling between Photochromism and Second-Harmonic Generation in Spiropyran- and Spirooxazine-Doped Polymer Films". . p. 16320 - 16326. Retrieved 1995.
• 2、 Tan, Ting-Feng,Chen, Pei-Li,Huang, Hua-Ming,Meng, Ji-Ben. "Synthesis, characterization and photochromic studies in film of heterocycle-containing spirooxazines". . p. 8192 - 8198. Retrieved 2007/10/03.