Sulfolane → HCID 140341620, compound

HRID 1589680Notes

Reaction equation

HRID 1589680 reaction equation
[C:1]([O:4][C:5]1[C:6]([CH3:33])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][CH:10]([CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH:26](Cl)[C:27](OCC)=[O:28])=[CH:21][CH:20]=1)[CH2:9][CH2:8]2)(=[O:3])[CH3:2].[NH2:34][C:35]([NH2:37])=[S:36].S1(CCCC1)(=O)=O>>[C:1]([O:4][C:5]1[C:6]([CH3:33])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][CH:10]([CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH:26]3[S:36][C:35](=[NH:34])[NH:37][C:27]3=[O:28])=[CH:21][CH:20]=1)[CH2:9][CH2:8]2)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 31347SulfolaneHCID 2723790ThioureaHCID 20245621HCID 20245621, compound

Product 1

HCID 140341620HCID 140341620, compound

Procedure

The procedure described in Example 1(a) was repeated, except that 490 mg of ethyl 3-[4-(6-acetoxy-5,7,8-trimethylchroman-2-ylmethoxy)phenyl]-2-chloropropionate, 100 mg of thiourea and 2 ml of sulfolane were heated at 110°-120° C. for 5 hours. The product was then treated as described in Example 1(a), except that the crude product (in the form of crystals) was washed with ethyl acetate, to give the title compound, softening at 228°-236° C.

Workup

  1. temperaturewere heated at 110°-120° C. for 5 hours
  2. additionThe product was then treated
  3. washwas washed with ethyl acetate

Sources & evidence

ORD record
ord-00d63f6d2d1942919906f737bf9488ef
Source dataset
uspto-grants-1986_02
Patent number
US04572912

Reaction notes

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