Triethylamine → HCID 22762680, compound

HRID 1112746Notes

Reaction equation

HRID 1112746 reaction equation
[C:1]1([C:7]2[O:11][C:10]([CH2:12][N:13]3[CH2:18][CH2:17][N:16]([C:19]4[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][CH:20]=4)[CH2:15][CH2:14]3)=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:26][S:27](Cl)(=[O:29])=[O:28].C(N(CC)CC)C>CCOCC>[C:1]1([C:7]2[O:11][C:10]([CH2:12][N:13]3[CH2:18][CH2:17][N:16]([C:19]4[CH:20]=[CH:21][C:22]([NH:25][S:27]([CH3:26])(=[O:29])=[O:28])=[CH:23][CH:24]=4)[CH2:15][CH2:14]3)=[CH:9][CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 22762662HCID 22762662, compound

Product 1

HCID 22762680HCID 22762680, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The product from (b) (2.9g;0.009 mole) was stirred in anhydrous ether (50ml) at room temperature and reacted with methanesulphonyl chloride (0.68ml) in the presence of triethylamine (1.2ml). The mixture was stirred overnight, then the ether was evaporated to give a solid which was partitioned between water/chloroform. The chloroform extract was washed with saturated sodium chloride solution and evaporated to give the desired compound as a highly crystalline solid which was recrystallised from ethyl acetate, m.p. 178° C.

Workup

  1. customthe ether was evaporated
  2. customto give a solid which
  3. customwas partitioned between water/chloroform
  4. extractionThe chloroform extract
  5. washwas washed with saturated sodium chloride solution
  6. customevaporated

Sources & evidence

ORD record
ord-c2c067ce3caa418788988b593daa3ba4
Source dataset
uspto-grants-1978_10
Patent number
US04123529

Reaction notes

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