(Diethylamino)sulfur trifluoride → HCID 15060970, compound

HRID 728590Notes

Reaction equation

HRID 728590 reaction equation
[C:1]([NH:20][C:21]1[S:22][CH:23]=[C:24](/[C:26](=[N:32]/[O:33][CH2:34][CH2:35]O)/[C:27]([O:29]CC)=[O:28])[N:25]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(S(F)(F)[F:43])CC)C>>[C:1]([NH:20][C:21]1[S:22][CH:23]=[C:24](/[C:26](=[N:32]/[O:33][CH2:34][CH2:35][F:43])/[C:27]([OH:29])=[O:28])[N:25]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 88527862HCID 88527862, compound

Product 1

HCID 15060970HCID 15060970, compound

Procedure

N.m.r. in solvent C: 2.9 (s, 3H), 3.5 (t, 2H), 4.5 t, 2H , 6.65 s, 1H , 7.3 (s, 15H). 6. N.m.r. in solvent C: 3 0 (s, 3H), 3.5-3.7 (m, 4H), 4.3 (m, 2H), 4.7 (m, 2H), 5.1 (d, 1H), 5.9 (d, 1H) 6.8 (s, 1H), 7.4 (s, 15H). 7. N.m.r. in solvent A: 3.4 (s, 2H), 3.9 (d, 1H), 4.4 (d, 1H), 4.8 (s, 2H , 4.9 (d, 1H), 5.7 (d, 1H), 6.8 (s, 1H), 7.2 (s, 15H). 8. The starting material may be prepared as follows. Reaction of ethyl 2-(2-tritylaminothiazol-4-yl)-2-[(Z)-2-hydroxyethoxyimino]acetate with diethylamino sulphur trifluoride and hydrolysis of the resulting ester gave 2-(2-tritylaminothiazol-4-yl)-2[(Z)-2-fluoroethoxyimino]acetic acid.

Workup

  1. custom2.9 (s, 3H), 3.5 (t, 2H), 4.5 t, 2H , 6.65 s, 1H , 7.3 (s, 15H)
  2. customThe starting material may be prepared

Sources & evidence

ORD record
ord-c8d9fab651194b2483126baf119821dc
Source dataset
uspto-grants-1991_09
Patent number
US05049558

Reaction notes

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