Triethylamine → 2-[[O-[N-Methyl-N-(4-tert.butylphenylthiosulfenyl)carbamoyl]oximino]]-1,4-dithiane

HRID 224385Notes

Reaction equation

HRID 224385 reaction equation
[N:1](=[C:3]1[CH2:8][S:7][CH2:6][CH2:5][S:4]1)[OH:2].[CH3:9][N:10]([S:14][S:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]([CH3:25])([CH3:24])[CH3:23])=[CH:18][CH:17]=1)[C:11](F)=[O:12].C(N(CC)CC)C>O1CCOCC1>[CH3:9][N:10]([S:14][S:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]([CH3:25])([CH3:24])[CH3:23])=[CH:18][CH:17]=1)[C:11]([O:2][N:1]=[C:3]1[CH2:8][S:7][CH2:6][CH2:5][S:4]1)=[O:12]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 23333006N-Methyl-N(4-t-Butylphenylthiosulfenyl) Carbamoyl FluorideHCID 71364189N-1,4-Dithian-2-ylidenehydroxylamine

Product 1

HCID 539587152-[[O-[N-Methyl-N-(4-tert.butylphenylthiosulfenyl)carbamoyl]oximino]]-1,4-dithiane

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2-[[O-[N-Methyl-N-(4-tert.butylphenylthiosulfenyl)carbamoyl]oximino]]-1,4-dithiane was prepared according to the procedure described in Example I, by reacting 1.09 g (0.0073 m) of 2-oximino-1,4-dithiane, 2.0 g (0.0073 m) of N-methyl-N-(4-tert.butylphenylthiosulfenyl)carbamoyl fluoride and 0.736 g (0.0073 m) of triethylamine in 25 ml of dioxane. Weight of the residual oil 1.95 g IR (Neat) 5.75μ (C=O). NMR (CDCl3) 1.28δ(s), 9H, t-butyl; 3.10δ(s), 4H, (CH2), 3.20δ(s), 3H, CH3N; 3.52δ(s) 2H, CH2 ; 7.37δ(d), JAB =8.5 Hz 2H and 7.54δ(d) JBA =85 Hz, 2H. Aromatic.

Sources & evidence

ORD record
ord-ed1592f1386343a29ec4b5b98e13bdf0
Source dataset
uspto-grants-1980_11
Patent number
US04232035

Reaction notes

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