Efficient synthesis of 2-methylaminothiazolines via Mitsunobu reaction of N-(2-hydroxyethyl)-N'-methyl-thioureas

Tetrahedron Letters

Volumn 40, Issue 16, 1999, Pages 3125-3128

  Kim, Taek Hyeon ^a   Cha, Mi Hyun ^a  

^a Chonnam National University   (South Korea)

Author keywords

2 methylaminothiazolines; Intramolecular Mitsunobu reaction; N (2 hydroxyethyl) N' methyl thioureas

Indexed keywords

2 METHYLAMINOTHIAZOLINE; ANTHELMINTIC AGENT; ANTIINFLAMMATORY AGENT; N (2 HYDROETHYL) N' METHYLTHIOUREA; NITRIC OXIDE SYNTHASE; UNCLASSIFIED DRUG;

ANTHELMINTIC ACTIVITY; ANTIINFLAMMATORY ACTIVITY; ARTICLE; CATALYSIS; CHEMICAL REACTION; DRUG POTENCY; ENZYME ACTIVITY; ENZYME INHIBITION; RACEMIC MIXTURE; REACTION ANALYSIS; SYNTHESIS;

EID: 0033574554     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00457-8     Document Type: Article

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13. The Mitsunobu reaction of the thioureas derived from phenyl isocyanate is possible, but with the aminoalcohol 1a, 1f, and 1g, N-alkylation products were mainly obtained. With the amino alcohol 1b, 1c, 1d, and 1e, only small amount of S-alkylation products was produced along with unknown mixtures of products.