Hydrochloric Acid → benzyl N-[4-(azidomethyl)benzenecarboximidoyl]carbamate

HRID 1610798

반응식

HRID 1610798 반응식
[C:1]([C:4]1[CH:13]=[CH:12][C:7]([CH2:8][N:9]=[N+:10]=[N-:11])=[CH:6][CH:5]=1)(=[NH:3])[NH2:2].C(N(CC)CC)C.Cl[C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23].Cl>C(Cl)Cl.O>[CH2:25]([O:24][C:22]([NH:3][C:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:8][N:9]=[N+:10]=[N-:11])=[CH:12][CH:13]=1)=[NH:2])=[O:23])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 10387Benzyl chloroformate2회HCID 222576054-Amidino benzyl azide

생성물 1

HCID 140379073benzyl N-[4-(azidomethyl)benzenecarboximidoyl]carbamate

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

The crystals from (ii) above were dissolved in 500 ml methylene chloride and the resulting solution was dried (K2CO3), filtered and 27 ml (194 mmol) triethyl amine was added. 25 ml Benzyl chloroformate was slowly added to the stirred solution while the reaction mixture was cooled in an ice bath. After 30 minutes an additional 2 ml benzyl chloroformate was added and stirring was continued for another 30 minutes. Subsequently, water was added and the aqueous phase was adjusted to pH 7 with 2M HCl. The organic phase was dried (MgSO4) and the solvent was removed in vacuo. 4-(benzyloxycarbonylamidino)benzyl azide was finally isolated as colorless crystals from ether/methylene chloride/hexane.

후처리

  1. dry with materialthe resulting solution was dried (K2CO3)
  2. filtrationfiltered
  3. temperaturewas cooled in an ice bath
  4. dry with materialThe organic phase was dried (MgSO4)
  5. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-83dd14228dc74987a3e89d1e8bfc59ba
출처 데이터셋
uspto-grants-2006_01
특허 번호
US06984627B1

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