Hydrochloric Acid → [(Methylcarbamoyl)thio]phenylacetic acid

HRID 267909

반응식

HRID 267909 반응식
[SH:1][CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:3]([OH:5])=[O:4].C(N(CC)CC)C.[CH3:19][N:20]=[C:21]=[O:22].Cl>O.O1CCCC1>[CH3:19][NH:20][C:21]([S:1][CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:3]([OH:5])=[O:4])=[O:22]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 12228Methyl IsocyanateHCID 10464709Thiomandelic acid

생성물 1

HCID 21552790[(Methylcarbamoyl)thio]phenylacetic acid

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

10.08 g. (60 mM) of α-mercaptophenylacetic acid and 6.6 g. (60 mM) of triethylamine are dissolved in 50 ml. of tetrahydrofuran and 3.42 g. (60 mM) of methylisocyanate dissolved in 20 ml. of tetrahydrofuran are added dropwise with stirring. After stirring for 2 hours, the solvent is drawn off in a vacuum and the oily residue is dissolved in water. The mixture is then acidified with 2N hydrochloric acid and extracted three times each with 20 ml. of ether. After drying off the ether, 10.5 g. of white crystalline DL-[(methylcarbamoyl)thio]phenylacetic acid are obtained, which is recrystallized from ether/petroleum ether, m.p. 128°-129°.

후처리

  1. stirringAfter stirring for 2 hours
  2. extractionextracted three times each with 20 ml
  3. dry with materialAfter drying off the ether, 10.5 g

출처 및 근거

ORD 기록
ord-e2ba534fe7d34e20b85588887374fb00
출처 데이터셋
uspto-grants-1976_03
특허 번호
US03946001

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