HCID 20477976, compound → 2-Aminothiophenol

HRID 1074587Notes

Reaction equation

HRID 1074587 reaction equation
CC1(C)C(C)(C)[NH:6][C:5]2[CH:10]=[CH:11][CH:12]=[CH:13][C:4]=2[S:3]1.[OH:15][C:16]([CH3:29])([CH3:28])[C:17]([CH3:27])([CH3:26])SC1C=CC=CC=1N>>[CH3:26][C:17]1([CH3:27])[O:15][C:16]1([CH3:29])[CH3:28].[NH2:6][C:5]1[CH:10]=[CH:11][CH:12]=[CH:13][C:4]=1[SH:3]

Participants

4

Reactant 2

HCID 20477976HCID 20477976, compoundHCID 20496113HCID 20496113, compound

Product 2

HCID 87132-AminothiophenolHCID 211592,3-Epoxy-2,3-dimethylbutane

Procedure

Analogously to Example 1, the required 2,2,3,3-tetramethyl-2,3-dihydro-4H-1,4-benzothiazine is obtained as a colourless oil having a boiling point of 89° C./0.04 mbar using 2-(2-hydroxy-1,1,2-trimethylpropylthio)-aniline, melting point of from 60° to 62° C., boiling point of 125° C./0.1 mbar (obtained from tetramethyloxirane and 2-aminothiophenol). nD20 =1.5955; the mass spectrum shows a molecular ion at 207 (74% relative intensity) and as main fragments 192 (24%), 177 (14%), 164 (100%), 150 (44%), 132 (70%), 125 (24%), 109 (15%), 92 (22%), 42 (17%) and 41 (16%).

Sources & evidence

ORD record
ord-c750c92c8c4143229a62b3bf09f86205
Source dataset
uspto-grants-1983_07
Patent number
US04393206

Reaction notes

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