Sulfolane → HCID 140341601, compound

HRID 1589682Notes

Reaction equation

HRID 1589682 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[C:15]([CH3:18])([CH3:17])[CH3:16])[O:11][C:10]([CH2:20][CH2:21][O:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][CH:30](Cl)[C:31]([O:33]CC)=O)=[CH:25][CH:24]=1)([CH3:19])[CH2:9][CH2:8]2)(=[O:3])[CH3:2].[NH2:37][C:38]([NH2:40])=[S:39].S1(CCCC1)(=O)=O>>[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[C:15]([CH3:18])([CH3:17])[CH3:16])[O:11][C:10]([CH2:20][CH2:21][O:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][CH:30]3[S:39][C:38](=[NH:37])[NH:40][C:31]3=[O:33])=[CH:25][CH:24]=1)([CH3:19])[CH2:9][CH2:8]2)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 31347SulfolaneHCID 2723790ThioureaHCID 20245687HCID 20245687, compound

Product 1

HCID 140341601HCID 140341601, compound

Procedure

The procedure described in Example 1(a) was repeated, except that 266 mg of ethyl 3-{4-[2-(6-acetoxy-7-t-butyl-2-methylchroman-2-yl)ethoxy]phenyl}-2-chloropropionate, 50 mg of thiourea and 4 ml of sulfolane were heated at 110°-120° C. for 4.5 hours. The product was treated as described in Example 1(a) except that the crude product was purified by column chromatography through silica gel eluted with a 1:1 by volume mixture of benzene and ethyl acetate, to give the title compound, melting at 175°-178° C.

Workup

  1. temperaturewere heated at 110°-120° C. for 4.5 hours
  2. additionThe product was treated
  3. customwas purified by column chromatography through silica gel
  4. washeluted with a 1:1 by volume mixture of benzene and ethyl acetate

Sources & evidence

ORD record
ord-f317244beeff4d45b8012349f2ae5cbd
Source dataset
uspto-grants-1986_02
Patent number
US04572912

Reaction notes

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