Synthesis of 2-amino-2-thiazoline

Preparation of 2-amino-2-thiazoline

Preparation of 2-amino-2-thiazoline

Preparation of 2-amino-2-thiazoline

100 g of potassium thiocyanate are added to a solution of 115 g. of crude beta-chloroethylamine hydrochloride in 200 ml. of water. The resulting solution is refluxed for 9 hours, after which it is cooled and 100 ml. of 40% aqueous sodium hydroxide solution is added. The mixture is extracted with five 300-ml. portions of ether. The combined ethereal solutions are dried over sodium sulfate, and the solvent is removed by distillation, leaving 72 g. (70%) of 2-amino-2-thiazoline, m.p. 76-78°. One recrystallization from benzene gives a product melting at 80-82°.

J. Am. Chem. Soc., 63, 3125 (1941)

IUPAC Name

4,5-dihydro-1,3-thiazol-2-amine

InChI

InChI=1S/C3H6N2S/c4-3-5-1-2-6-3/h1-2H2,(H2,4,5)

InChI Key

REGFWZVTTFGQOJ-UHFFFAOYSA-N

Canonical SMILES

C1CSC(=N1)N

MeSH Synonyms

2-amino-2-thiazoline, 2-aminothiazoline, 2-aminothiazoline monohydrobromide, 2-aminothiazoline nitrate, 2-aminothiazoline phosphate, 2-aminothiazoline sulfate, Revercan

Depositor-Supplied Synonyms

2-Aminothiazoline, 2-Amino-2-thiazoline, 1779-81-3, 4,5-dihydrothiazol-2-amine, 2-Iminothiazolidine, 2-Thiazolidinimine, 2-Amino-4,5-dihydrothiazole, 2-Thiazoline, 2-amino-, USAF PD-57, 2-Amino-4,5-dihydrothiazoline, 2-Thiazolamine, 4,5-dihydro-, 4,5-Dihydro-1,3-thiazol-2-amine, 4,5-DIHYDRO-2-THIAZOLAMINE, Thiazolidin-(2E)-ylideneamine, 2-Amino-.DELTA.2-thiazoline, 2-Thiazolin-2-ylamine, NSC 3110, NSC 24626, 2-Aminothiazoline (VAN), CHEMBL362148, CHEBI:40889, NSC3110, REGFWZVTTFGQOJ-UHFFFAOYSA-N, NSC24626, EINECS 217-224-1, 2-amino-4,5-dihydro-1,3-thiazole, 1,3-thiazoline-2-ylamine, 2-Thiazolamine,5-dihydro-, WLN: T5N CS AUTJ BZ, sFtHLPDISNmMP@, thiazolidin-2-imine, 2-Thiazolin-2-amine, ACMC-20ao5l, 1,3-Thiazolidin-2-imine, UNII-5JC2YZG56Q, 5JC2YZG56Q, 2-amino-Delta(2)-thiazoline, SCHEMBL354824, AC1L26F9, AC1Q531X, 4,5-dihydro-thiazol-2-ylamine, 2-Amino-4, 5-dihydrothiazoline, CTK3J7415, 4,5-dihydro-thiazol-2-yl-amine, 65767-36-4 (sulfate), MolPort-001-767-657, MolPort-006-833-679, BB_SC-6601, NSC-3110, STR00410, BBL000029, BDBM50150920, DNC005012, NSC-24626, SBB004361, STK282915, ZINC18354955, 13483-03-9 (mono-hydrobromide), 2-imino-2,3,4,5-tetrahydrothiazole, AKOS003268141, AKOS003269613, AN-6343, DB02335, MCULE-9984008966, 4,5-Dihydro-1,3-thiazol-2-amine #, AC-20435, AJ-70563, AK129863, BC216465, HE000181, ST079154, KB-166978, LS-151846, RT-003837, FT-0611022, ST24042598, AZ0001-0104, A812329, I09-0284, 3B3-003589, InChI=1/C3H6N2S/c4-3-5-1-2-6-3/h1-2H2,(H2,4,5, 13577-63-4, 64321-55-7, 78788-13-3

Removed Synonyms

2-Amino-2-thiazoline hydrochloride, CID15689, ZINC03860198, A1209, ATQ, 13483-03-9

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