Acta Chemica Scandinavica published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, Synthetic Route of 14294-10-1.
Kjaer, Anders published the artcilePaper chromatography of thioureas, Synthetic Route of 14294-10-1, the publication is Acta Chemica Scandinavica (1953), 528-36, database is CAplus.
Nature 171, Number 4358, 840-1 (1953). The paper chromatog. separation and identification of a number of thioureas and related compounds were studied. Two developing agents were used, the Grote reagent (C.A. 25, 5876), where the spots were heated briefly at 100°, and starch solution followed by the Feigl iodine-azide reagent. H2O-saturated CHCl3 was used as the mobile solvent and H2O as the stationary phase, with Number 1 Whatman paper and at 23.5 ± 0.2°. The ascending technique was used, with special precautions to ensure equilibrium in the chamber. Precise details of technique are given. The RPh values (the ratio between the distance traveled by the component and H2NCSNHPh) were as follows: for RNHCSNH2, where R is H 0.00, Me 0.04, Et (I) 0.15, Pr 0.42, iso-Pr (II) 0.41, Bu 0.84, iso-Bu (III) 0.76, sec-Bu 0.74, tert-Bu 1.00, iso-pentyl 1.07, benzyl 0.90, PhC2H4 1.10, allyl 0.26, α-methallyl 0.74, β-methallyl 0.62, trans-crotyl 0.78, 3-butenyl 0.61, p-BrC6H4 1.00, p-IC6H4 1.06, o-tolyl 1.19, m-tolyl 1.25, and p-tolyl 1,22. The RPh values for RR’NCSNHR” were, where R, R’, and R” are, resp., Me, H, Me, 0.42; Me, H, Et, 0.89; Et, H, Et, 1.24; Me, H, Bu (IV), 1.35; Bu, H, Bu, 1.41; Me, H, Ph, 1.40; Et, H, Ph, 1.41; Me, Me, H, 0.60; R and R’ are pentamethylene, R”is H, 1.18; and R and R’ are 3-oxapentamethylene (V), R” is H, 0.55. The RPh values for a number of other substituted thioureas and thiocompds. were: ethylenethiourea 0.26, trimethylthiourea 1.21, ,N-methyl-4-morpholinethiocarboxamide (VI) 1.17, the following thiocarboxamides: N-ethyl-4-morpholine- (VII) 1.27-N-allyl-4-morpholine- (VIII) 1.31, N-methyl-l-piperidine- 1.37, N-methyl-1-pyrrolidine- 1.35, and N-ethyl-1-pyrrolidine-1.37; tetramethylthiourea 1.43, thioacetamide 0.25, thiobenzamide 0.79, thiosemicarbazide 0.00, 4-methylthiosemicarbazide 0.20, 1,1,4-trimethylthiosemicarbazide 1.32, 1-phenylthiosemicarbazide 0.55, thiobarbituric acid 0.00, and the following derivatives: 5-ethyl- 0.00, 5,5-diethyl- 1.30, 5-methyl-5-allyl- 1.19, and 5,5-diallyl- 1.37. Im. 110-11° (from EtOAc), II m. 169-70° (from H2O), III (prepared from iso-BuNH2 and CSCl2) m. 100-1° (from H2O), IV m. 40-1° (from EtOAc-petr. ether), VI m. 102.5-3.5° (from EtOAc-petr. ether), VII m. 81.5-2.5° (from EtOH-Et2O), and VIII (from CH2:CHCH2NCS and morpholine) m. 64.5° (from aqueous EtOH). In the preparation of V, 7.3 g. CNBr in Et2O was added slowly to 12.0 g. morpholine in cold Et2O, the mixture filtered, the Et2O evaporated, and the residue distilled twice in vacuo to give 5.5 g. 4-cyanomorpholine, b0.9 74.5°, which in EtOH was saturated with NH3 and H2S; the mixture, let stand overnight and concentrated on a water bath, was filtered and diluted with Et2O to give V, m. 171° (from EtOH-Et2O).
Acta Chemica Scandinavica published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, Synthetic Route of 14294-10-1.
Referemce:
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