trans-(1,2,3,4-Tetrahydro-2-hydroxy-1-naphthalenyl)thiourea

Base Information

• Chemical Name: trans-(1,2,3,4-Tetrahydro-2-hydroxy-1-naphthalenyl)thiourea
• CAS No.: 141034-13-1
• Molecular Formula: C₁₁H₁₄N₂OS
• Molecular Weight: 222.311
• European Community (EC) Number: 866-538-0
• DSSTox Substance ID: DTXSID00930974
• Wikidata: Q76506534
• Mol file: 141034-13-1.mol

Synonyms:trans-(1,2,3,4-Tetrahydro-2-hydroxy-1-naphthalenyl)thiourea;141034-13-1;BRN 5338708;[(1R,2R)-2-hydroxy-1,2,3,4-tetrahydronaphthalen-1-yl]thiourea;Thiourea, (1,2,3,4-tetrahydro-2-hydroxy-1-naphthalenyl)-, trans-;trans-N-(2-Hydroxy-1,2,3,4-tetrahydronaphthalene-1-yl)thiourea;DTXSID00930974;N-(2-Hydroxy-1,2,3,4-tetrahydronaphthalen-1-yl)carbamimidothioic acid;Thiourea, [(1R,2R)-1,2,3,4-tetrahydro-2-hydroxy-1-naphthalenyl]-, rel- (9CI)

Chemical Property of trans-(1,2,3,4-Tetrahydro-2-hydroxy-1-naphthalenyl)thiourea

Chemical Property:

• Vapor Pressure: 1.41E-07mmHg at 25°C
• Boiling Point: 413.5°Cat760mmHg
• Flash Point: 203.9°C
• PSA: 94.91000
• Density: 1.31g/cm³
• LogP: 1.97960
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 222.08268425
• Heavy Atom Count: 15
• Complexity: 247

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2C(C1O)NC(=S)N
• Isomeric SMILES: C1CC2=CC=CC=C2[C@H]([C@@H]1O)NC(=S)N

Technology Process of trans-(1,2,3,4-Tetrahydro-2-hydroxy-1-naphthalenyl)thiourea

There total 2 articles about trans-(1,2,3,4-Tetrahydro-2-hydroxy-1-naphthalenyl)thiourea 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: 84.0%

trans-N-(2-hydroxy-1,2,3,4-tetrahydronaphthalene-1-yl)-N'-benzoyl thiourea (141034-11-9) → trans-N-(2-hydroxy-1,2,3,4-tetrahydronaphthalene-1-yl) thiourea (141034-13-1)

Guidance literature:

With sodium hydroxide; for 1h; Heating;

DOI:10.1135/cccc19920415

Reference yield:

(+/-)-trans-1-amino-2-hydroxy-1,2,3,4-tetrahydronaphthalene (7480-36-6,13286-65-2,90874-85-4,128083-88-5) → trans-N-(2-hydroxy-1,2,3,4-tetrahydronaphthalene-1-yl) thiourea (141034-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / acetone / 1 h / Heating

2: 84 percent / aq. NaOH / 1 h / Heating

With sodium hydroxide; In acetone;

DOI:10.1135/cccc19920415

Reference yield: 53.0%

2-bromoethylamine hydrobromide (2576-47-8) + trans-N-(2-hydroxy-1,2,3,4-tetrahydronaphthalene-1-yl) thiourea (141034-13-1) → trans-2-iminothiazolidine (141034-15-3)

Guidance literature:

In ethanol; for 36h; Heating;

DOI:10.1135/cccc19920415

upstream raw materials:

trans-N-(2-hydroxy-1,2,3,4-tetrahydronaphthalene-1-yl)-N'-benzoyl thiourea

(+/-)-trans-1-amino-2-hydroxy-1,2,3,4-tetrahydronaphthalene

Downstream raw materials:

trans-2-iminothiazolidine

trans-2-imino-3-acetyl thiazolidine