5-Chloro-1,3,3-trimethylspiro[indoline-2,3'-naphtho[2,1-b][1,4]oxazine]

Base Information

• Chemical Name: 5-Chloro-1,3,3-trimethylspiro[indoline-2,3'-naphtho[2,1-b][1,4]oxazine]
• CAS No.: 27333-50-2
• Molecular Formula: C22H19 Cl N2 O
• Molecular Weight: 362.859
• Hs Code.: 2934999090
• European Community (EC) Number: 623-636-6
• DSSTox Substance ID: DTXSID80384698
• Nikkaji Number: J504.449I
• Mol file: 27333-50-2.mol

Synonyms:27333-50-2;5-Chloro-1,3,3-trimethylspiro[indoline-2,3'-naphtho[2,1-b][1,4]oxazine];5'-chloro-1',3',3'-trimethylspiro[benzo[f][1,4]benzoxazine-3,2'-indole];Photorome II;5-CHLORO-1,3-DIHYDRO-1,3,3-TRIMETHYLSPIR O-(INDOLE-2,3-(3H)NAPHTH(2,1-B)OXAZINE);5-Chloro-1,3-dihydro-1,3,3-trimethylspiro[2H-indole-2,3'-(3H)naphth[2,1-b](1,4)oxazine];5-Chloro-1,3-dihydro-1,3,3-trimethylspiro[2H-indole-2,3'-[3H]naphth[2,1-b][1,4]oxazine];Oprea1_872832;5-CHLORO-1,3-DIHYDRO-1,3,3-TRIMETHYLSPIRO[2 H-INDOLE-2,3'-[3 H]NAPHTH[2,1-B][1,4]OXAZINE];SCHEMBL1626757;DTXSID80384698;CBA33350;MFCD00013319;AKOS015898236;CCG-239649;SB64072;DS-19707;CS-0160684;FT-0638695;C74414;A923881;1,3,3-Trimethyl-5-chlorospiro[indoline-2,3'-[3H]naphth[2,1-b][1,4]oxazine];5'-chloro-1',3',3'-trimethyl-spiro[benzo[f][1,4]benzoxazine-3,2'-indoline];5-Chloro-1,3-dihydro-1,3,3-trimethylspiro[2H-indole-2,3'-(3H)naphth[2.1-b](1,4)oxazine];5-Chloro-1,3-dihydro-1,3,3-trimethylspiro[2H-indole-2,3'-[3H] naphth[2,1-b][1,4]oxazine];Spiro[2H-indole-2,3'-[3H]naphth[2,1-b][1,4]oxazine], 5-chloro-1,3-dihydro-1,3,3-trimethyl-

Chemical Property of 5-Chloro-1,3,3-trimethylspiro[indoline-2,3'-naphtho[2,1-b][1,4]oxazine]

Chemical Property:

• Melting Point: 182-183 °C(lit.)
• Boiling Point: 568.4°Cat760mmHg
• PKA: 2.87±0.40(Predicted)
• Flash Point: 297.5°C
• PSA: 24.83000
• Density: 1.27g/cm³
• LogP: 5.21240
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 362.1185909
• Heavy Atom Count: 26
• Complexity: 593

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-1,3,3-trimethylspiro[indoline-2,3'-naphtho[2,1-b][1,4]oxazine] 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(C2=C(C=CC(=C2)Cl)N(C13C=NC4=C(O3)C=CC5=CC=CC=C54)C)C

Technology Process of 5-Chloro-1,3,3-trimethylspiro[indoline-2,3'-naphtho[2,1-b][1,4]oxazine]

There total 6 articles about 5-Chloro-1,3,3-trimethylspiro[indoline-2,3'-naphtho[2,1-b][1,4]oxazine] 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: 50.0%

5-chloro-1,3,3-trimethyl-2-methyleneindoline (6872-17-9) + 1-Nitroso-2-naphthol (131-91-9) → 5-chloro-1,3-dihydro-1,3,3-trimethylspiro[2H-indole-2,3'-[3H]-naphth[2,1-b][1,4]oxazine] (27333-50-2)

Guidance literature:

at 65 ℃; for 0.2h; microwave irradiation;

DOI:10.1081/SCC-120027269

Reference yield: 36.0%

5-chloro-1,3,3-trimethyl-2-methyleneindoline (6872-17-9) + 1-amino-2-naphthol (2834-92-6) → 5-chloro-1,3-dihydro-1,3,3-trimethylspiro[2H-indole-2,3'-[3H]-naphth[2,1-b][1,4]oxazine] (27333-50-2)

Guidance literature:

With sodium hydrogencarbonate; magnesium sulfate; In dimethyl sulfoxide; toluene; at 80 ℃; for 12h;

DOI:10.1016/S0040-4020(97)00640-6

Reference yield:

1-[(Z)-5-Chloro-1,3,3-trimethyl-1,3-dihydro-indol-(2E)-ylidenemethylimino]-1H-naphthalen-2-one → 5-chloro-1,3-dihydro-1,3,3-trimethylspiro[2H-indole-2,3'-[3H]-naphth[2,1-b][1,4]oxazine] (27333-50-2)

Guidance literature:

In acetone; at 20 ℃; Rate constant; Irradiation; other solvent;

DOI:10.1039/c39900000867

upstream raw materials:

5-chloro-1,3,3-trimethyl-2-methyleneindoline

1-Nitroso-2-naphthol

1-amino-2-naphthol

Downstream raw materials:

gold

Refernces

• 1、 Koshkin,Fedorova,Lokshin,Guglielmetti,Hamelin,Texier-Boullet,Gromov. "Microwave-Assisted Solvent-Free Synthesis of the Substituted Spiroindolinonaphth[2,1-b][1,4]oxazines". . p. 315 - 322. Retrieved 2007/10/03.
• 2、 Delbaere, Stephanie,Bochu, Christophe,Azaroual, Nathalie,Buntinx, Guy,Vermeersch, Gaston. "NMR studies of the structure of the photoinduced forms of photochromic spironaphthoxazines". . p. 1499 - 1501. Retrieved 2007/10/03.